Base promoted gem-difluoroolefination of alkyl triflones

Abstract

A new synthesis of gem-difluoroalkenes from readily available alkyl triflones and difluorocarbene precursors such as TMSCF₂Br has been reported. The reaction, regardless of electronic effect, gives gem-difluoroalkenes in good to excellent yields. The mechanism may involve deprotonation of triflones, nucleophilic addition, and the elimination of SO₂CF₃.