posted on 2016-06-23, 16:03authored byAlexey
L. Trifonov, Artem A. Zemtsov, Vitalij V. Levin, Marina I. Struchkova, Alexander D. Dilman
A combination of (bromodifluoromethyl)trimethylsilane
(Me3SiCF2Br), triphenylphosphine, and
DMPU serves as a source of difluorinated phosphorus ylide Ph3PCF2 under mild conditions. The system was used
to effect nucleophilic difluoromethylation of ketones and nitro alkenes.
The reaction efficiency is believed to be associated with Lewis acidic
activation of the substrates by a silylium species formed upon generation
of the phosphorus ylide.