Calcium(II)-Mediated Three-Component Selenylation of gem -Difluoroalkenes: Access to α,α-Difluoroalkyl-β-selenides.

A calcium-mediated three-component selenylation of gem -difluoroalkenes using alcohols as nucleophiles and N -(phenylseleno)phthalimide as the selenylation agent has been developed for the efficient synthesis of various α,α-difluoroalkyl-β-selenides. This selenylation reaction exhibits broad substrate and functional group tolerance, along with high levels of chemo- and regioselectivity. Additionally, the synthetic utility of the developed transformation in the late-stage functionalization of drug molecules was demonstrated.