Index

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Sulfonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfonyl-and-EWG2-Sulfonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Aziridine-Ring-Opening-Nu-Carboxyl-H

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carbonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrile-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Sulfonamide

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Alkoxide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Azide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Tertiary-Amine-Lg-Iodine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carboxyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrile-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Phosphonate-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-N-Carbamate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Nitrile

References: 0,1,2,3,4

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Sulfoxide-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Epoxide-Ring-Opening-Nu-Amino

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Aziridine-Ring-Opening-Nu-Bromine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfonyl-and-EWG2-Sulfoxide-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Chlorine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Sulfoxide-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrite-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Phosphonate-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Carboxyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carboxyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Sulfonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Sulfoxide-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Sulfonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Sulfoxide-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Phosphonate-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrite-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carbonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carbonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Phosphonate-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Phosphonate-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Alkyl-Pyrazine-X-Chlorine

References: 0

Condition to enforce:

R1 = A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: neutral | no catalyst no_water solvent any temperature

Products

Aziridine-Ring-Opening-Nu-Iodine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrile-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Nitrate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Chlorine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Sulfoxide-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carboxyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Alkoxide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Nitrite-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Bromine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Sulfonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-O-Carbamate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Alkoxide-and-Nu-Hydroxyl

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon

Reactants

pH: not_neutral | no catalyst water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-N-Carbamate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfonyl-and-EWG2-Sulfonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Phosphonate-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Tertiary-Phosphine-Lg-Iodine

References:

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Carboxyl-H

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aromatic-Carbon, A-Aliphatic-Carbon, Vinyl-Group

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Azide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Sulfonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Dehydration-Alcohol

References: 0

Condition to enforce:

R1 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: acid | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfonyl-and-EWG2-Sulfoxide-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Epoxide-Ring-Opening-Nu-Phosphine

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Aziridine-Ring-Opening-Nu-Alkoxide

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carbonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carboxyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Sulfonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Substitution-Hydrogen-Phosphonate-X-Iodine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = L-A
R4 = L-A
R5 = L-A

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Sulfoxide-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Azide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Nitrate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfonyl-and-EWG2-Sulfonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Epoxide-Ring-Opening-Nu-Chlorine

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Phosphonate-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Nitrite-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Thiolate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carboxyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Alkoxide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Phosphonate-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Phosphonate-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-N-Amide

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrile-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Iodine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrite-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Epoxide-Ring-Opening-Nu-Nitrile

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Phosphonate-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Phosphonate-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R8 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-ONO

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Aziridine-Ring-Opening-Nu-Amino

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-N-Carbamate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-O-Carbamate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Phosphine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Chlorine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrite-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Sulfonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carboxyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Sulfonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Aziridine-Ring-Opening-Nu-Chlorine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Sulfoxide-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Hydroxyl

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Sulfonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Sulfoxide-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Hydroxyl-and-Nu-Iodine

References: 0,1,2,3,4

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrite-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Sulfoxide-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Sulfonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Sulfoxide-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Carboxyl-H

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aromatic-Carbon, A-Aliphatic-Carbon, Vinyl-Group

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Epoxide-Ring-Opening-Nu-Alkoxide

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Phosphonate-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-O-Carbamate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrile-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Amino

References: 0,1,2,3,4,5,6

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Nitrate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Sulfoxide-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Sulfoxide-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Substitution-Hydrogen-Phosphonate-X-Chlorine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = L-A
R4 = L-A
R5 = L-A

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Sulfoxide-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Substitution-Enamine-Lg-Sulfonate

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon
R5 = L-A
R6 = L-A
R7 = L-A
R8 = H, A-Aliphatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Epoxide-Ring-Opening-Nu-Bromine

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Sulfoxide-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrite-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrite-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Alcohol-Bromination

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon

Reactants

pH: neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Sulfonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrile-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Phosphine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Sulfoxide-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Sulfoxide-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Substitution-Hydrogen-Phosphonate-X-Sulfonate

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = L-A
R4 = L-A
R5 = L-A
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Phosphonate-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Azide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Carboxyl-H

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = H, A-Aromatic-Carbon, A-Aliphatic-Carbon, Vinyl-Group

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Tertiary-Amine-Lg-Chlorine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Sulfonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrile-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfonyl-and-EWG2-Sulfoxide-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-N-Carbamate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfonyl-and-EWG2-Sulfonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Sulfoxide-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrile-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Hydroxyl

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrile-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Nitrate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Sulfonamide

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = L-A
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrite-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Sulfoxide-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Sulfonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Carboxyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Cyclopropane-Ring-Opening-X-Iodine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: acid | no catalyst water solvent any temperature

Products

Alkyl-Pyrazine-X-Fluorine

References: 0

Condition to enforce:

R1 = A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Nitrite-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfoxide-and-EWG2-Sulfoxide-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfate-and-Nu-Nitrile

References: 0,1,2,3,4

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfoxide-and-EWG2-Sulfoxide-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Tertiary-Amine-Lg-Sulfonate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Phosphonate-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Sulfoxide-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Phosphonate-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Epoxide-Ring-Opening-Nu-Iodine

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Amino

References: 0,1,2,3,4,5,6

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Sulfonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Phosphonate-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Epoxide-Ring-Opening-Nu-Carboxyl-H

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrite-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-N-Amide

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrite-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Thiolate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrile-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carbonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Sulfonamide

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Sulfoxide-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Sulfonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carboxyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Nitrile

References: 0,1,2,3,4

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Sulfonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Sulfonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Hydroxyl

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-N-Amide

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrite-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrile-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carboxyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Aziridine-Ring-Opening-Nu-Azide

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-ONO

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Substitution-Hydrogen-Phosphonate-X-Bromine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = L-A
R4 = L-A
R5 = L-A

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrite-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Bromine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Tertiary-Phosphine-Lg-Sulfonate

References:

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Alkoxide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Nitrite-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Carboxyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrile-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrile-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Thiolate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Phosphine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = L-A
R6 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfonyl-and-EWG2-Sulfoxide-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Phosphonate-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-Amino

References: 0,1,2,3,4,5,6

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Phosphonate-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Cyclopropane-Ring-Opening-X-Chlorine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: acid | no catalyst water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Sulfonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Phosphine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfoxide-and-EWG2-Sulfoxide-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Sulfonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Sulfonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrile-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Nitrile

References: 0,1,2,3,4

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Sulfonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Carboxyl-H

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aromatic-Carbon, A-Aliphatic-Carbon, Vinyl-Group

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Hydroxyl-and-Nu-Chlorine

References: 0,1,2,3,4

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Sulfonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Hydroxyl-and-Nu-Bromine

References: 0,1,2,3,4

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-ONO

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Carboxyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrite-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-O-Carbamate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrite-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Thiolate

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Sulfoxide-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Tertiary-Phosphine-Lg-Bromine

References:

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Sulfonamide

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Phosphonate-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrile-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Phosphonate-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrile-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Sulfoxide-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Aziridine-Ring-Opening-Nu-Hydroxyl

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Iodine-and-Nu-Amino

References: 0,1,2,3,4,5,6

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Sulfonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-Hydroxyl

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A

Reactants

pH: not_neutral | no catalyst water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Phosphonate-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Sulfonate-and-Nu-ONO

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Tertiary-Amine-Lg-Bromine

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Phosphonate-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Phosphonate-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrite-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrite-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Tertiary-Phosphine-Lg-Chlorine

References:

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: basic | no catalyst no_water solvent any temperature

Products

Alkyl-Pyrazine-X-Iodine

References: 0

Condition to enforce:

R1 = A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Chlorine-and-Nu-N-Amide

References: 0,1,2

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Cyclopropane-Ring-Opening-X-Bromine

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: acid | no catalyst water solvent any temperature

Products

Alkyl-Pyrazine-X-Bromine

References: 0

Condition to enforce:

R1 = A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Sulfoxide-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Sulfonyl-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Phosphonate-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carbonyl-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Epoxide-Ring-Opening-Nu-Azide

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Epoxide-Ring-Opening-Nu-Thiolate

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Hydroxyl-and-Nu-Alkoxide

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carbonyl-Lg-Iodine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Sulfoxide-and-EWG2-Sulfoxide-Lg-Chlorine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Aziridine-Ring-Opening-Nu-Nitrile

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carbonyl-Lg-Sulfonate

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Aziridine-Ring-Opening-Nu-Thiolate

References: 0

Condition to enforce:

R1 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Sulfoxide-Lg-Bromine

References: 0,1,2,3

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

Avoid formation of:

fragment = 3-membered-ring, 4-membered-ring, A-Cyclobutene-Aromatic

Reactants

pH: basic | no catalyst no_water solvent high temperature

Products

Epoxide-Ring-Opening-Nu-Hydroxyl

References: 0,1

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

Reactants

pH: not_neutral | no catalyst water solvent any temperature

Products

Nucleophilic-Aliphatic-Substitution-Lg-Bromine-and-Nu-Nitrile

References: 0,1,2,3,4

Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A

Reactants

pH: not_neutral | no catalyst no_water solvent any temperature

Products