Issue 68, 2023

FeCl3-catalyzed oxidative amidation of benzylic C–H bonds enabled by a photogenerated chlorine-radical

Abstract

Herein, we report the development of iron-catalyzed benzylic C–H oxidative amidation reactions via 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.

Graphical abstract: FeCl3-catalyzed oxidative amidation of benzylic C–H bonds enabled by a photogenerated chlorine-radical

Supplementary files

Article information

Article type
Communication
Submitted
03 Jul 2023
Accepted
26 Jul 2023
First published
27 Jul 2023

Chem. Commun., 2023,59, 10299-10302

FeCl3-catalyzed oxidative amidation of benzylic C–H bonds enabled by a photogenerated chlorine-radical

Y. Yang, X. Yu, N. He, X. Huang, X. Song, J. Chen, J. Lin and Y. Jin, Chem. Commun., 2023, 59, 10299 DOI: 10.1039/D3CC03186A

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