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A Mild Synthesis of 2-Substituted Benzothiazoles via Nickel-Catalyzed Intramolecular Oxidative C-H Functionalization

Ming-Yuan Gao, Jing-Hang Li, Shi-Bo Zhang, Li-Jun Chen, Yue-Sheng Li* and Zhi-Bing Dong*

*School of Nuclear Technology and Chemistry & Biology, Hubei University of Science and Technology, Xianning 437100, China, Email: frank78929163.com, dzb04982wit.edu.cn

M.-Y. Gao, J.-H. Li, S.-B. Zhang, L.-J. Chen, Y.-S. Li, Z.-B. Dong, J. Org. Chem., 2020, 85, 493-500.

DOI: 10.1021/acs.joc.9b02543


Abstract

A nickel-catalyzed intramolecular oxidative C-H bond functionalization of arylthioureas provides 2-aminobenzothiazoles in very good yields and short reaction times. This protocol features an inexpensive catalyst, low catalyst loading, mild reaction conditions, and can be scaled up easily to a gram scale.

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Key Words

benzothiazoles, PIDA


ID: J42-Y2020