Amidyl Radical Directed <i>γ</i>‐C(sp<sup>3</sup>)−H Functionalization with Silyl Enol Ethers via Photoredox Catalysis
Ke-Dong Xu, Jiawen Yang, Haitao Qin, Feng Liu
Abstract
Abstract Herein we reported an efficient photoredox‐catalyzed reaction for site‐selective C(sp 3 )−H functionalization of carboxamides with silyl enol ethers as radical acceptors. The reaction proceeded through amidyl radical‐directed 1,5‐hydrogen atom transfer (1,5‐HAT) and C(sp 3 )−C(sp 3 ) bond formation via radical addition of silyl enol ethers. The process features mild conditions and high functional‐group tolerance, allowing the preparation of a series of carboxamides with pendant carbonyl moieties.
Topics & Concepts
ChemistrySilylationEnolSurface modificationSilyl enol etherHydrogen atomCatalysisFunctional groupMedicinal chemistryPhotoredox catalysisPhotochemistryOrganic chemistryGroup (periodic table)PhotocatalysisPolymerPhysical chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques