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喹喔啉-2(1)-酮与烷基羧酸之间用于C-H烷基化的光诱导直接电子转移

Photoinduced Direct Electron Transfer between Quinoxalin-2(1)-ones and Alkyl Carboxylic Acids for C-H Alkylation.

作者信息

Niu Kaikai, Jiao Haoran, Zhou Pan, Wang Qingmin

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China.

School of Chemistry and Chemical Engineering, Shandong University of Technology, Zibo, Shandong 255000, People's Republic of China.

出版信息

Org Lett. 2023 Dec 22;25(50):8970-8974. doi: 10.1021/acs.orglett.3c03449. Epub 2023 Dec 12.

Abstract

The progress of efficient and sustainable approaches for decarboxylative coupling reactions is synthetically appealing due to the structural diversity, lack of toxicity, and widespread commercial accessibility of carboxylic acids. However, the decarboxylation reaction still encounters challenges related to the utilization of oxidants, catalysts, and prefunctionalization conditions. We report herein a mild method that facilitates direct electron transfer between alkyl carboxylic acids and excited-state substrates for C-H alkylation of quinoxalin-2(1)-ones without the involvement of any catalyst or additive.

摘要

由于羧酸具有结构多样性、低毒性以及广泛的商业可得性,开发高效且可持续的脱羧偶联反应方法在合成领域具有重要意义。然而,脱羧反应在氧化剂、催化剂及预官能团化条件的应用方面仍面临挑战。本文报道了一种温和的方法,该方法可促进烷基羧酸与激发态底物之间的直接电子转移,从而实现喹喔啉 -2(1)- 酮的C-H烷基化反应,且无需任何催化剂或添加剂。

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