One-Pot Assembly of 2-Trifluoromethyl Benzothiazole and Benzoselenazole via Copper-Mediated Three-Component Cascade Reaction

Yangjie Huang; Chenhui You; Biqiong Hong; Xiaoyan Han; Zhiqiang Weng

doi:10.1002/asia.202400331

One-Pot Assembly of 2-Trifluoromethyl Benzothiazole and Benzoselenazole via Copper-Mediated Three-Component Cascade Reaction

Chem Asian J. 2024 Apr 4:e202400331. doi: 10.1002/asia.202400331. Online ahead of print.

Authors

Yangjie Huang¹, Chenhui You², Biqiong Hong¹, Xiaoyan Han³, Zhiqiang Weng^{1

2}

Affiliations

¹ Fujian Provincial University Engineering Research Center of Green Materials and Chemical Engineering, and Fujian Engineering Research Center of New Chinese lacquer Material, College of Materials and Chemical Engineering, Minjiang University, Fuzhou, 350108, China.
² Key Laboratory of Molecule Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou, 350108, China.
³ Testing and Analysis Center, Soochow University, Suzhou, 215123, China.

PMID: 38576218
DOI: 10.1002/asia.202400331

Abstract

A domino one-pot synthesis of 2-(trifluoromethyl) benzothiazole via copper-mediated three-component cascade reaction starting from the easily accessible starting materials such as o-iodoanilines, methyl trifluoropyruvate, and elemental sulfur is reported. The present strategy displayed a comprehensive substrate scope and good functional group tolerance and enabled access to a variety of substituted 2-(trifluoromethyl) benzothiazoles. A 2-(trifluoromethyl) benzoselenazole has also been synthesized utilizing this reaction methodology.

Keywords: 2-(trifluoromethyl)benzothiazoles; copper; cyclization; fluorine; three–component cascade reaction.

Abstract

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