External Oxidant-Free Oxidative Cross-Coupling: A Photoredox Cobalt-Catalyzed Aromatic C-H Thiolation for Constructing C-S Bonds

Guoting Zhang, Chao Liu, Hong Yi, Qingyuan Meng, Changliang Bian, Hong Chen, Jing-Xin Jian, Li-Zhu Wu* and Aiwen Lei*

*Chinese Academy of Sciences, Beijing 100190; Wuhan University, Wuhan, Hubei 430072, P. R. China, Email: lzwumail.ipc.ac.cn, aiwenleiwhu.edu.cn

G. Zhang, C. Liu, H. Yi, Q. Meng, C. Bian, H. Chen, J.-X. Jian, L.-Z. Wu, A. Lei, J. Am. Chem. Soc., 2015, 137, 9273-9280.

DOI: 10.1021/jacs.5b05665

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Abstract

An external oxidant-free oxidative coupling for aromatic C-H thiolation using visible-light photoredox cobalt-catalysis affords benzothiazoles in good to excellent yields with only H₂ as a side product. When catalytic TBAOH was used as the base, not only 2-aryl but also 2-alkylbenzothiazoles could be obtained.

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Key Words

benzothiazoles

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ID: J48-Y2015