Photocatalyst-Free, Visible-Light-Mediated C(sp<sup>3</sup>)–H Arylation of Amides via a Solvent-Caged EDA Complex
Jaspreet Kaur, Ahmed Shahin, Joshua P. Barham
Abstract
A photocatalyst-free and mild visible light photochemical procedure for C(sp3)–H arylation of amides is described. The reaction proceeds via an electron donor–acceptor (EDA) complex between an electron-rich arene substrate and electron-poor persulfate oxidant. C(sp3)–H arylation of the amide occurs selectively with the most electron-rich arene of the substrate. Mechanistic studies corroborate the reaction taking place in a solvent cage holding components in a close proximity.
Topics & Concepts
ChemistryPersulfateSubstrate (aquarium)PhotochemistryElectron acceptorAmidePhotocatalysisVisible spectrumSolventElectron donorCatalysisOrganic chemistryOceanographyOptoelectronicsPhysicsGeologyRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods