Synthesis of <i>gem</i>-difluoroalkenes <i>via</i> nickel-catalyzed allylic defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides
Xiao‐Yu Lu, Run-Chuang Jiang, Jiamei Li, Chuang-Chuang Liu, Qingqing Wang, Haipin Zhou
Abstract
A nickel-catalyzed defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides has been developed. Various substituted trifluoromethyl alkenes and epoxides were found to be suitable reaction substrates. This reaction enabled C(sp3)-C(sp3) bond construction through allylic defluorinative cross-coupling of trifluoromethyl alkenes under mild reaction conditions. This methodology was highly compatible with various sensitive functional groups, providing access to a diverse array of functionalized gem-difluoroalkene-containing alcohol compounds.
Topics & Concepts
ChemistryTrifluoromethylAllylic rearrangementCatalysisNickelCoupling (piping)Medicinal chemistryPhotochemistryOrganic chemistryAlkylEngineeringMechanical engineeringFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms