Corey-Fuchs Reaction

Schematic representation of the Corey-Fuchs Reaction.

Mechanism of the Corey-Fuchs Reaction

Mechanism of the Corey-Fuchs Reaction

Original publication	Tetrahedron Lett.. 1972, 13, 3769.
Review

Sample reactions

intermediate structure

Et3N, Ph3P, CBr4

CH2Cl2

-78 °C to RT, 3.5 h, 100%

intermediate structure

intermediate structure

Ph3P, CBr4

CH2Cl2

0 °C, 10 min, 91%

intermediate structure

intermediate structure

Ph3P, CBr4

CH2Cl2

0 °C, 50 min, 89%

intermediate structure

intermediate structure

BF3.OEt2, MeI, n-BuLi, DMF

THF

-78 °C to RT, 9.5 h

intermediate structure

intermediate structure

Ph3P, CBr4

CH2Cl2

0 °C, 50 min, 34% (2 steps)

intermediate structure

intermediate structure

n-BuLi

THF

-78 °C to RT, 9.5 h, 54%

intermediate structure

intermediate structure

Ph3P, CBr4

CH2Cl2

0 °C, 45 min, 87% (2 steps)

intermediate structure

intermediate structure

MeI, n-BuLi

THF, DMPU

-78 °C to RT, 3.5 h, 95%

intermediate structure

intermediate structure

Zn, CBr4, PPh3

CH2Cl2

RT, 1 h, 100%

intermediate structure

intermediate structure

n-BuLi

THF

-78 to 0 °C, 4.3 h, 85%

intermediate structure