Abstract
Difluoromethylene (CF2)-skipped 1,4-diynes are a versatile synthon in organic synthesis, but efficient methods to access such a fluorinated structural motif are very limited. Herein, we report an efficient method for catalytic synthesis of CF2-skipped 1,4-diynes through palladium-catalyzed cross-coupling between terminal alkynes and gem-difluoropropargyl bromide. The reaction exhibits high functional group tolerance and broad substrate scope. Applications of the method led to a series of important difluorinated molecules that are of interest in medicinal chemistry.
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