Issue 41, 2022

Visible-light promoted photocatalyst-free aerobic α-oxidation of tertiary amines to amides

Abstract

A photocatalyst-free, visible-light-induced strategy for the α-oxygenation of tertiary amines by molecular oxygen (1 atm), enabled by electron–donor–acceptor (EDA) complexes, has been developed. This EDA-complex mediated process provides a facile access to amides and esters from readily accessible corresponding amines and ethers without the need for an external photoredox catalyst, and also features mild reaction conditions, broad substrate scope and excellent functional group compatibility. Mechanistic studies indicated a short radical chain reaction triggered by the decomposition of EDA complexes upon visible-light irradiation.

Graphical abstract: Visible-light promoted photocatalyst-free aerobic α-oxidation of tertiary amines to amides

Supplementary files

Article information

Article type
Communication
Submitted
29 Aug 2022
Accepted
29 Sep 2022
First published
30 Sep 2022

Org. Biomol. Chem., 2022,20, 8031-8036

Visible-light promoted photocatalyst-free aerobic α-oxidation of tertiary amines to amides

X. Xie, X. Guo, K. Qiao and L. Shi, Org. Biomol. Chem., 2022, 20, 8031 DOI: 10.1039/D2OB01565J

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