Issue 40, 2023
From the journal:

Organic & Biomolecular Chemistry

Visible-light-induced halocyclization of 2-alkynylthioanisoles with simple alkyl halides towards 3-halobenzo[b]thiophenes without an external photocatalyst†

Fen-Dou Wang,a   Chunmiao Wang,a   Min Wang, ORCID logo *ab   Han Yan,a   Jin Jianga  and  Pinhua Li ORCID logo *a  

* Corresponding authors

a College of Chemical and Environmental Engineering, Anhui Polytechnic University, Wuhu, Anhui 241000, P. R. China
E-mail: pphuali@126.com

b Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P.R. China
E-mail: wangmin204@chnu.edu.cn

Abstract

A new strategy for the preparation of 3-halobenzo[b]thiophenes via a photo-driven halocyclization/demethylation of 2-alkynylthioanisoles with simple alkyl halides was developed. The reaction can proceed smoothly at room temperature under visible-light irradiation without any external photocatalyst, and the protocol has a range of advantages, including simplicity and mildness of the reaction conditions, good functional-group tolerance, and excellent yields of the products.

Graphical abstract: Visible-light-induced halocyclization of 2-alkynylthioanisoles with simple alkyl halides towards 3-halobenzo[b]thiophenes without an external photocatalyst

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Article information

DOI
https://doi.org/10.1039/D3OB00860F
Article type
Paper
Submitted
31 May 2023
Accepted
25 Sep 2023
First published
28 Sep 2023

Org. Biomol. Chem., 2023,21, 8170-8175

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Visible-light-induced halocyclization of 2-alkynylthioanisoles with simple alkyl halides towards 3-halobenzo[b]thiophenes without an external photocatalyst

F. Wang, C. Wang, M. Wang, H. Yan, J. Jiang and P. Li, Org. Biomol. Chem., 2023, 21, 8170 DOI: 10.1039/D3OB00860F

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