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Pericyclic

Last updated July 1, 2022

Rearrangements

# Petasis-Ferrier-Rearrangement

References:
 [0]  Petasis-Ferrier Rearrangement

Special Conditions : SIDE REACTION 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
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R8 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Oxy-Cope-Rearrangement

References:
 [0]  Cope rearrangement - Wikipedia

Special Conditions : SIDE REACTION Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = L-A
R6 = L-A
R7 = L-A

image

# Neber-Rearrangement

References:
 [0]  Neber Rearrangement

Special Conditions : SIDE REACTION Condition to enforce:

R1 = L-A
R2 = L-A, Vinyl-Group
R3 = L-A, Vinyl-Group
R4 = L-A

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# Claisen-Rearrangement

References:
 [0]  Claisen rearrangement - Wikipedia
 [1]  Claisen Rearrangement

Special Conditions : SIDE REACTION

image

# Oxa-Vinylcyclopropane-Rearrangement

References:
 [0]  Vinylcyclopropane rearrangement - Wikipedia

Special Conditions : SIDE REACTION Condition to enforce:

R1 = L-A, A-Aromatic-Carbon

image

# Claisen-Rearrangement-Aromatic

References:
 [0]  Claisen rearrangement - Wikipedia
 [1]  Claisen Rearrangement

Special Conditions : SIDE REACTION

image

# Buchner-Ring-Expansion-C

References:
 [0]  Pericyclic reaction - Wikipedia

Special Conditions : SIDE REACTION

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# Diels-Alder-4+2-Nitrogen

References:
 [0]  diels-alder-reaction
 [1]  Pi Donors And Resonance - Pi Donors Make Carbons More Nucleophilic

Condition to enforce:

R1 = H, A-Aliphatic-Carbon
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = L-A
R6 = L-A
R7 = L-A
R8 = L-A
R9 = L-A

image

# 1,3-Dipolar-Cycloaddition-Type-I

References:
 [0]  1,3-Dipolar cycloaddition - Wikipedia

image

# Overman-Rearrangement-Pt1

References:
 [0]  Overman Rearrangement
 [1]  Overman Rearrangement

Condition to enforce:

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

image

# Ene-Reaction-C=C

References:
 [0]  Ene reaction - Wikipedia
 [1]  Ene Reaction

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 = L-A, A-Aromatic-Carbon
R6 = L-A, A-Aromatic-Carbon
R7 = L-A, A-Aromatic-Carbon
R8 = L-A, A-Aromatic-Carbon
R9 = L-A, A-Aromatic-Carbon

image

# Nazarov-Cyclization

References:
 [0]  Nazarov Cyclization Reaction

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 = L-A, A-Aromatic-Carbon

image

# Diels-Alder-4+2

References:
 [0]  diels-alder-reaction
 [1]  Pi Donors And Resonance - Pi Donors Make Carbons More Nucleophilic

Condition to enforce:

R1 = H, A-Aliphatic-Carbon
R2 = L-A
R3 = L-A
R4 = H, A-Aliphatic-Carbon
R5 = L-A
R6 = L-A
R7 = L-A
R8 = L-A
R9 = L-A
R10 = L-A

image

# Vinylcyclopropane-Rearrangement

References:
 [0]  Vinylcyclopropane rearrangement - Wikipedia

Special Conditions : SIDE REACTION Condition to enforce:

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

image

# Favorskii-Rearrangement-Cl

References:
 [0]  Favorskii rearrangement - Wikipedia
 [1]  favorskii-rearrangement-1.html

Condition to enforce:

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

image

# Sommelet-Hauser-Rearrangement

References:
 [0]  Sommelet–Hauser rearrangement - Wikipedia

Special Conditions : SIDE REACTION 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

image

# Irreversable-Azo-Cope-Rearrangement

References:
 [0]  Aza-Cope rearrangement - Wikipedia

Special Conditions : SIDE REACTION Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = L-A
R6 = L-A
R7 = L-A
R8 = L-A
R9 = L-A

image

# Aza-Vinylcyclopropane-Rearrangement

References:
 [0]  Vinylcyclopropane rearrangement - Wikipedia

Special Conditions : SIDE REACTION Condition to enforce:

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

image

# Ene-Reaction-C=N

References:
 [0]  Ene reaction - Wikipedia
 [1]  Ene Reaction

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 = L-A, A-Aromatic-Carbon
R6 = L-A, A-Aromatic-Carbon
R7 = L-A, A-Aromatic-Carbon
R8 = L-A, A-Aromatic-Carbon

image

# Buchner-Ring-Expansion-N

References:
 [0]  Pericyclic reaction - Wikipedia

Special Conditions : SIDE REACTION

image

# Newman-Kwart-Rearrangement

References:
 [0]  Newman-Kwart Rearrangement

Special Conditions : SIDE REACTION 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

image

# Ene-Reaction-C=O

References:
 [0]  Ene reaction - Wikipedia
 [1]  Ene Reaction

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 = L-A, A-Aromatic-Carbon
R6 = L-A, A-Aromatic-Carbon
R7 = L-A, A-Aromatic-Carbon

image

# Buchner-Ring-Expansion-O

References:
 [0]  Pericyclic reaction - Wikipedia

Special Conditions : SIDE REACTION

image

# Ene-Reaction-C=S

References:
 [0]  Ene reaction - Wikipedia
 [1]  Ene Reaction

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 = L-A, A-Aromatic-Carbon
R6 = L-A, A-Aromatic-Carbon
R7 = L-A, A-Aromatic-Carbon

image

# Thio-Claisen-Rearrangement

References:
 [0]  Claisen rearrangement - Wikipedia
 [1]  Claisen Rearrangement

Special Conditions : SIDE REACTION

image

# Ene-Reaction-N=N

References:
 [0]  Ene reaction - Wikipedia
 [1]  Ene Reaction

Condition to enforce:

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

image

# 1,3-Dipolar-Cycloaddition-Type-II

References:
 [0]  1,3-Dipolar cycloaddition - Wikipedia

image

# Enolate-Claisen-Rearrangement

References:
 [0]  Claisen rearrangement - Wikipedia
 [1]  Claisen Rearrangement
 [2]  Sigmatropic rearrangements

Special Conditions : SIDE REACTION Condition to enforce:

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

image

# Tiffeneau-Demjanov-Rearrangement

References:
 [0]  Tiffeneau-Demjanov Rearrangement

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

image

# Azo-Vinylcyclopropane-Rearrangement

References:
 [0]  Vinylcyclopropane rearrangement - Wikipedia

Special Conditions : SIDE REACTION Condition to enforce:

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

image

# Diels-Alder-4+2-Oxygen

References:
 [0]  diels-alder-reaction
 [1]  Pi Donors And Resonance - Pi Donors Make Carbons More Nucleophilic

Condition to enforce:

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

image

# Azo-Cope

References:
 [0]  Aza-Cope/Mannich reaction - Organic Reactions Wiki

Special Conditions : SIDE REACTION Condition to enforce:

R1 = L-A
R2 = L-A
R3 = L-A
R4 = L-A
R5 = L-A
R6 = L-A
R7 = L-A
R8 = L-A

image

# Conia-Ene-Reaction

References:
 [0]  Conia-Ene Reaction

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 = L-A, A-Aromatic-Carbon
R6 = L-A, A-Aromatic-Carbon
R7 = L-A, A-Aromatic-Carbon

image

# Favorskii-Rearrangement-Br

References:
 [0]  Favorskii rearrangement - Wikipedia
 [1]  favorskii-rearrangement-1.html

Condition to enforce:

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

image

# Overman-Rearrangement-Pt2

References:
 [0]  Overman Rearrangement
 [1]  Overman Rearrangement

Special Conditions : SIDE REACTION Condition to enforce:

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

image


Interactive Graph