Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

Jin Bai, Sijia Yan, Zhuxia Zhang, Zhen Guo* and Cong-Ying Zhou*

*Taiyuan University of Technology, Shanxi 030024; Jinan University, Guangzhou 510632, People’s Republic of China, Email: guozhentyut.edu.cn, zhoucy2018jnu.edu.cn

J. Bai, S. Yan, Z. Zhang, Z. Guo, C.-Y. Zhou, Org. Lett., 2021, 23, 4843-4848.

DOI: 10.1021/acs.orglett.1c01571

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Abstract

Inexpensive and reusable graphitic carbon nitride (g-C₃N₄) catalyzes a metal-free synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation under visible-light irradiation. This reaction provides 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents.

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proposed mechanism

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Key Words

benzothiazoles, photochemistry, oxygen

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ID: J54-Y2021