Issue 19, 2021

Catalyst-free reductive hydrogenation or deuteration of aryl–heteroatom bonds induced by light

Abstract

We describe here a simple and catalyst-free photochemical strategy for the direct reduction of aryl trimethylammonium salts, aryl triflates, and haloarenes to arenes or deuterium-labeled arenes. A broad range of substrate scope was demonstrated with high yields and deuterium incorporations. Radical clock experiments indicate the formation of aryl radical intermediates that can also be trapped by phenols.

Graphical abstract: Catalyst-free reductive hydrogenation or deuteration of aryl–heteroatom bonds induced by light

Supplementary files

Article information

Article type
Research Article
Submitted
03 Jul 2021
Accepted
24 Aug 2021
First published
26 Aug 2021

Org. Chem. Front., 2021,8, 5244-5249

Catalyst-free reductive hydrogenation or deuteration of aryl–heteroatom bonds induced by light

B. Yan, Y. Zhou, J. Wu, M. Ran, H. Li and Q. Yao, Org. Chem. Front., 2021, 8, 5244 DOI: 10.1039/D1QO00978H

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