Photoinduced Ni-Catalyzed Carbohalogenation of mono-Fluoro, gem-Difluoro, and Trifluoromethyl Tethered Alkenes

Abstract

Photoexcited nickel-catalyzed carbohalogenation reaction of fluoroalkenes has been demonstrated to afford halofluoroalkyl oxindoles featuring a quaternary center. The broad substrate scope with retention of fluorine atoms followed by efficient synthetic transformations of iodo-gem-difluoroalkyl oxindoles highlight the advantages of this methodology. Additionally, control experiments and DFT calculations have been conducted to illuminate the significance of the triplet-excited state of the nickel catalyst.