Elemental Sulfur-Mediated Decarboxylative Redox Cyclization Reaction: Copper-Catalyzed Synthesis of 2-Substituted Benzothiazoles

Xin Wang, Xiaotong Li, Renhe Hu, Zhao Yang, Ren Gu, Sai Ding, Pengyi Li, Shiqing Han*

*College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China, Email: hanshiqingnjtech.edu.cn

X. Wang, X. Li, R. Hu, Z. Yang, R. Gu, S. Ding, P. Li, S. Han, Synlett, 2018, 29, 219-224.

DOI: 10.1055/s-0036-1589112

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Abstract

A synthesis of 2-substituted benzothiazoles in good yields from o-iodoanilines, arylacetic acids, and elemental sulfur is catalyzed by cheap copper metal. This S₈-mediated directed decarboxylative redox-cyclization strategy is operationally simple, ligand-free, and compatible with a wide range of functional groups.

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Key Words

benzothiazoles, decarboxylative cyclization, o-iodoanilines, arylacetic acids, elemental sulfur, multicomponent reactions

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ID: J60-Y2018