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FeCl<sub>3</sub>-catalyzed oxidative amidation of benzylic C–H bonds enabled by a photogenerated chlorine-radical

Yingying Yang, Xianglin Yu, Na He, Xinxiang Huang, Xizhong Song, Jingbo Chen, Jun Lin, Yi Jin

2023Chemical Communications23 citationsDOI

Abstract

photoinduced ligand-to-metal charge transfer (LMCT). These reactions exhibit a broad substrate scope (60 examples) and offer operationally simple, scalable procedures for accessing valuable products from methylarenes in a single step. Mechanistic studies and control experiments confirm the participation of a photogenerated chlorine radical in facilitating the hydrogen atom transfer (HAT) from the benzylic C-H bond to initiate the reaction.

Topics & Concepts

ChemistryCatalysisPhotochemistryChlorineRadicalSubstrate (aquarium)Ligand (biochemistry)Combinatorial chemistryOxidative phosphorylationHydrogen atomChlorine atomMetalMedicinal chemistryOrganic chemistryGroup (periodic table)ReceptorOceanographyGeologyBiochemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
FeCl<sub>3</sub>-catalyzed oxidative amidation of benzylic C–H bonds enabled by a photogenerated chlorine-radical | Litcius