Photoinduced Remote C(sp<sup>3</sup>)–H Imination Enabled by Vinyl Radical-Mediated 1,5-Hydrogen Atom Transfer
Shanshan Li, Yu‐Shi Jiang, Xue-Ling Luo, Cheng‐Xue Pan, Peng‐Ju Xia
Abstract
)-H imination under visible-light-induced photochemical metal-free conditions afforded diverse γ-imino alkenes with excellent stereoselectivity. Oxime ester-based bifunctional reagents provided not only nucleophilic alkyl radicals for radical addition reactions with electron-deficient alkynes but also long-lived steady-state imine radicals for trapping alkyl radicals following the intramolecular 1,5-hydrogen migration of unstable olefin radicals.
Topics & Concepts
ChemistryRadicalHydrogen atomPhotochemistryIntramolecular forceImineOximeAlkylOlefin fiberAtom-transfer radical-polymerizationReagentMedicinal chemistryStereochemistryOrganic chemistryCatalysisPolymerizationPolymerRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques