Issue 43, 2024

Visible light-promoted C3–H alkoxycarbonylation of quinoxalin-2(1H)-ones or coumarins with alkyloxalyl chlorides

Abstract

Herein, we describe a green and efficient photoredox catalytic C3–H alkoxycarbonylation between quinoxalin-2(1H)-ones or coumarins and readily available alkyloxalyl chlorides under ambient conditions. A series of quinoxaline-3-carbonyl and coumarin-3-carbonyl compounds are prepared through the radical addition of in situ-generated alkoxycarbonyl radicals. Notably, this protocol features mild conditions, operational simplicity, and excellent functional group tolerance. More importantly, the carboxylated products can be readily derivatized into other important compounds that would be of great potential for the exploitation of pharmaceutically active compounds.

Graphical abstract: Visible light-promoted C3–H alkoxycarbonylation of quinoxalin-2(1H)-ones or coumarins with alkyloxalyl chlorides

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Article information

Article type
Communication
Submitted
18 Sep 2024
Accepted
01 Oct 2024
First published
03 Oct 2024

Org. Biomol. Chem., 2024,22, 8591-8595

Visible light-promoted C3–H alkoxycarbonylation of quinoxalin-2(1H)-ones or coumarins with alkyloxalyl chlorides

Y. Lin, X. Zhou, Y. Zheng, B. Chen, Y. Liu, Y. Zhang, Q. Yan, W. Wang and F. Chen, Org. Biomol. Chem., 2024, 22, 8591 DOI: 10.1039/D4OB01525H

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