Corey-Fuchs Reaction

Schematic representation of the Corey-Fuchs Reaction.
Mechanism of the Corey-Fuchs Reaction
Mechanism of the Corey-Fuchs Reaction
Original publication
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