Iron-Promoted Three-Component 2-Substituted Benzothiazole Formation via Nitroarene ortho-C-H Sulfuration with Elemental Sulfur

Qiaoyan Xing, Yanfeng Ma, Hao Xie, Fuhong Xiao, Feng Zhang*, Guo-Jun Deng*

*College of Chemistry, Xiangtan University, Xiangtan 411105, China, Email: zhangficcas.ac.cn, gjdengxtu.edu.cn

Q. Xing, Y. Ma, H. Xie, F. Xiao, F. Zhang, G.-J. Deng, J. Org. Chem., 2019, 84, 1238-1246.

DOI: 10.1021/acs.joc.8b02619

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Abstract

A three-component reaction of nitroarenes, alcohols, and sulfur powder provided 2-substituted benzothiazoles in good yield with a good functional group tolerance via nitro reduction, C-N condensation, and C-S bond formation.

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proposed mechanism

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Key Words

Benzothiazoles, Multicomponent Reactions

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ID: J42-Y2019