P. Jubault et al., ELECTROCHEMICAL WITTIG REACTION .1. SYNTHESIS OF GEM-DICHLOROALKENES, Bulletin de la Societe chimique de France, 131(9), 1994, pp. 1001-1006
Electrochemical Wittig reaction. Part I. Synthesis of gem-dichloroalke
nes. Two-electron electrochemical reduction of trichloromethyl tris(di
methylamino)phosphonium tetrafluoroborate led to dichloromethylene tri
s(dimethylamino)phosphorane, which Nas reacted with an aromatic or ali
phatic aldehyde, to give gem-dichloroalkenes in good yields. Generatio
n and subsequent reaction of the ylide were achieved in acetonitrile s
olvent, using a carbon-felt cathode and an inert anode.