NiH‐Catalyzed Migratory Defluorinative Olefin Cross‐Coupling: Trifluoromethyl‐Substituted Alkenes as Acceptor Olefins to Form <i>gem</i>‐Difluoroalkenes
Fenglin Chen, Xianfeng Xu, Yuli He, Genping Huang, Shaolin Zhu
Abstract
We report a NiH-catalyzed migratory defluorinative coupling between two electronically differentiated olefins. A broad range of unactivated donor olefins can be joined directly to acceptor olefins containing an electron-deficient trifluoromethyl substituent in both intra- and intermolecular fashion to form gem-difluoroalkenes. This migratory coupling shows both site- and chemoselectivity under mild conditions, with the formation of a tertiary or quaternary carbon center.
Topics & Concepts
TrifluoromethylOlefin fiberCatalysisChemistryAcceptorOrganic chemistryAlkylPhysicsCondensed matter physicsFluorine in Organic ChemistryCatalytic C–H Functionalization Methods