Photocatalyst- and Transition-Metal-Free Visible-Light-Promoted Intramolecular C(sp²)-S Formation

Hao Wang, Qi Wu, Jian-Dong Zhang*, Hai-Yan Li and Hong-Xi Li*

*College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China, Email: zhangjiandongsuda.edu.cn, lihxsuda.edu.cn

H. Wang, Q. Wu, J.-D. Zhang, H.-Y. Li, H.-X. Li, Org. Lett., 2021, 23, 2078-2083.

DOI: 10.1021/acs.orglett.1c00235

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Abstract

A photocatalyst- and transition-metal-free visible-light-induced dehalogenative cyclization of ortho-halothiobenzanilides provides 2-aryl benzothiazoles with high efficiency and selectivity. This photocyclization tolerates various functional groups and is applicable for the synthesis of 2-alkyl benzothiazoles.

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proposed mechanism

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Exogenous Photosensitizer-, Metal-, and Base-Free Visible-Light-Promoted C-H Thiolation via Reverse Hydrogen Atom Transfer

Z.-M. Xu, H.-X. Li, D. J. Young, D.-L. Zhu, H.-Y. Li, J.-P. Lang, Org. Lett., 2019, 21, 237-241.

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Key Words

benzothiazoles, photochemistry

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ID: J54-Y2021