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Photoredox-Catalyzed Tandem Cyclization of Enaminones with N-Sulfonylaminopyridinium Salts toward the Synthesis of 3-Sulfonaminated Chromones

Wenyu Hu, Xiaoqiong Diao, Jinwei Yuan*, Wei Liang, Wan Yang, Liangru Yang, Ji Ma*, Shouren Zhang*

*Zhengzhou Tobacco Research Institute, Zhengzhou 450001; Huanghe Science and Technology College, Zhengzhou 450006, P. R. China, Email: 43735874qq.com, shourenzhanginfm.hhstu.edu.cn

W. Hu, X. Diao, J. Yuan, W. Liang, W. Yang, L. Yang, J. Ma, S. Zhang, J. Org. Chem., 2024, 89, 644-655.

DOI: 10.1021/acs.joc.3c02399


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Abstract

A photoredox-catalyzed intermolecular tandem sulfonamination/cyclization of enaminones with N-aminopyridinium salts as the sulfonaminated reagents provides 3-sulfonaminated chromones without transition-metal catalysts or bases. The reaction exhibits a broad scope and good functional group tolerance, good yields, and regioselectivity.


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proposed mechanism



Key Words

chromones, photochemistry


ID: J42-Y2024