Photoredox-Catalyzed Alkylamination of Alkenes via Oxidative Radical-Polar Crossover and Site-Selective 1,5-Hydrogen Atom Transfer
Tianle Huang, Jianghong Liu, Zhen-Ye Wu, Zeyu Tian, Hai Li, Yong Wu
Abstract
We reported the visible-light-mediated photoredox-catalyzed oxidative radical-polar crossover and 1,5-hydrogen atom transfer combined site-selective remote C(sp 3 )–N cross-coupling alkylamination of alkenes. Various anilines and hydroxamides (1,5-hydrogen atom transfer reagents) could be tolerated. The mechanistic studies indicated the radical nature of the reaction and the indispensability of light and photocatalyst. Stern–Volmer fluorescence quenching and cyclic voltammetry experiments have been used to outline the proposed reaction pathway.
Topics & Concepts
ChemistryHydrogen atomPhotochemistryPhotoredox catalysisOxidative phosphorylationPolarCatalysisHydrogenOrganic chemistryPhotocatalysisGroup (periodic table)BiochemistryPhysicsAstronomyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques