Csp3-H monofluoroalkenylation via stereoselective C-F bond cleavage.

A practical nickel- and photoredox-catalyzed Csp3-H monofluoroalkenylation through chelation-assisted Csp2-F bond cleavage of gem-difluoroalkenes for the synthesis of stereodefined tetrasubstituted fluoroalkenes has been developed. Moreover, the gem-difluoroalkenes can also undergo photoredox-catalyzed cascade twofold C-F diaminomethylation.