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Visible-Light-Induced Photocatalytic Deoxygenative Benzylation of Quinoxalin-2-(1)-ones with Carboxylic Acid Anhydrides.

作者信息

Liu Dan, Patureau Frederic W

机构信息

Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.

出版信息

Org Lett. 2024 Aug 16;26(32):6841-6846. doi: 10.1021/acs.orglett.4c02316. Epub 2024 Aug 7.

DOI:10.1021/acs.orglett.4c02316
PMID:39110606
Abstract

A visible-light-induced photocatalytic deoxygenative benzylation of quinoxalin-2-(1)-ones is herein described. This novel approach provides a mild, simple, and practical route to 3-benzylquinoxalin-2(1)-ones from ubiquitous and safe carboxylic acid anhydrides. A wide range of substrates with different substituents were well-tolerated and efficiently transformed to various functionalized 3-benzylquinoxalin-2(1)-ones with great potential for valuable applications in drug discovery. Mechanistic investigations suggest HO as a proton source, while hydroxyl-containing quinoxalin-2(1)-ones may be key intermediates of the photocatalytic deoxygenative process.

摘要

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