gem-Difluorovinylation of alkynyl bromoarenes via dual nickel-/palladium-catalyzed cross-electrophile coupling

Abstract

A dual nickel-/palladium-catalyzed gem-difluorovinylation of alkynyl bromoarenes is presented. This method proceeds smoothly to afford various dihydrobenzofuran compounds containing gem-difluorovinyl fragments with excellent stere-oselectivities in moderate to excellent yields. This strategy also features good functional group tolerance. Mechanistic studies reveal that the C–OTs bond and C–Br bond are selectively oxidative-added by nickel and palladium complexes respec-tively, and palladium is the center metal in the reductive elimination step.