Synthesis of gem-Difluoroalkenes via a Sequence of Hydroboration and 1,2-Elimination of α,β-Unsaturated Carbonyls

Abstract

AbstractWe reported a simple protocol for the synthesis of gem-difluoroalkenes via a reaction sequence of hydroboration and 1,2-elimination of α,β-unsaturated carbonyl substrates under mild conditions. Two steps of this method could be executed in one pot. The β-CF2H- and β-CFH2-α,β-unsaturated carbonyls can be obtained smoothly from the α,β-unsaturated gem-difluoroamide with NaH as the base and via a boration–1,2-elimination sequence.