Light-Mediated Defluorosilylation of α-Trifluoromethyl Arylalkenes through Hydrogen Atom Transfer
Fuyang Yue, Jianhua Liu, Henan Ma, Yuxiu Liu, Jianyang Dong, Qingmin Wang
Abstract
Herein, we report a direct, light-mediated defluorosilylation protocol for converting α-trifluoromethyl arylalkenes and alkyl silanes into γ,γ-difluoroallylic compounds via a combination of photoredox catalysis and hydrogen atom transfer. The clean, convenient protocol can be scaled to the gram level, and its mild conditions make it very suitable for late-stage functionalization of complex natural products and drugs.
Topics & Concepts
ChemistrySilanesTrifluoromethylHydrogen atomAlkylCatalysisSurface modificationCombinatorial chemistryAtom (system on chip)HydrogenPhotoredox catalysisPhotochemistryOrganic chemistryPhotocatalysisPhysical chemistrySilaneEmbedded systemComputer scienceFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods