S_N2′ Defluorinative Allylation of Trifluoromethylalkenes with Allylsilanes

Abstract

An S_N2′ defluorinative allylation of trifluoromethylalkenes with readily available allylsilanes to access homoallyl gem-difluoroalkenes is reported. The reaction is triggered by a catalytic amount of TBAF, with the extruded fluoride in the reaction serving as a sustainable activator for organosilanes. The high efficiency, good functional group tolerance, and mild reaction conditions underline the potential of this method in synthetic chemistry.

Key words

gem-difluoroalkene - trifluoromethylalkene - allylsilane - C–F bond cleavage - allylation

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