Fluorohalogenation of gem-Difluoroalkenes: Synthesis and Applications of α-Trifluoromethyl Halides

摘要

A novel strategy for 1,2-dihalogenation of alkenes is reported that occurs through a sequential nucleophilic halide addition and electrophilic halogenation. By trapping the in situ generated unstable alpha-trifluoromethyl carbanion intermediates derived from the nucleophilic fluoride addition to electron-poor gem-difluoroalkenes, this fluorohalogenation of gem-difluoroalkenes with electrophilic haloalkynes affords various useful alpha-trifluoromethyl halides in high yields. A pesticidal active compound and various attractive trifluromethylated molecules could be smoothly synthesized from these obtained alpha-trifluoromethyl halides.

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