Appel Reaction

Schematic representation of the Appel Reaction.

Mechanism of the Appel Reaction

Mechanism of the Appel Reaction

Original publication	Angew. Chem. Int. Ed.. 1975, 14, 801. Liebigs Ann.. 1959, 626, 26. J. Am. Chem. Soc.. 2011, 133, 958.
Review

Sample reactions

intermediate structure

I2, Imidazole, Ph3P

88%

intermediate structure

intermediate structure

I2, Imidazole, Ph3P

THF

0 °C, 3 h

intermediate structure

intermediate structure

Ph3P, C2Cl6

CH2Cl2, Et2O

0 °C, 60 min, 93%

intermediate structure

intermediate structure

I2, Imidazole, Ph3P

PhMe

RT, 60 min, 90%

intermediate structure

intermediate structure

I2, Imidazole, Ph3P

CH2Cl2

RT, 60 min, 80%

intermediate structure

intermediate structure

I2, Imidazole, Ph3P

CH2Cl2

RT, 60 min

intermediate structure

intermediate structure

I2, Imidazole, Ph3P

Et2O, MeCN

0 °C to RT, 70 min, 89%

intermediate structure

intermediate structure

I2, Imidazole, Ph3P

Et2O, MeCN

0 °C to RT, 2 h, 85%

intermediate structure

intermediate structure

Ph3P, Cl3CC(O)CCl3

CH2Cl2

-78 to 0 °C, 15 min, 94%

intermediate structure

intermediate structure

Br2, Ph3P

DMF, PhH

RT, 4 h, 59%

intermediate structure

intermediate structure

Ph3PBr2

CH2Cl2

RT, 30 min, 90% (2 steps)

intermediate structure

intermediate structure

CCl4, n-Oct3P

PhMe

RT to 65 °C, 12.5 h, 925

intermediate structure

intermediate structure

Ph3P, CBr4

DMF

RT, 30 min, 97%

intermediate structure