Abstract

A new protocol for monofluoralkenylation of C(sp3)-H bonds with gem-difluoroalkenes was reported. In this protocol, benzophenone serves as a photocatalyst with dual roles of hydrogen-atom transfer and single-electron transfer. The excited state of benzophenone abstracts a hydrogen atom from a C(sp3)-H bond to generate a corresponding carbon radical, which subsequently undergoes a radical addition/SET/β-F elimination process rather than radical-radical cross-coupling of previous work. This reaction shows high regioselectivity for the α-carbon atoms of ethers, thioethers, and amines, enabling the preparation of monofluoroalkenes.

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