Photoredox-catalyzed cascade annulation of methyl(2-(phenylethynyl)phenyl)sulfanes and methyl(2-(phenylethynyl)phenyl)selanes with sulfonyl chlorides: synthesis of benzothiophenes and benzoselenophenes

Jianxiang Yan; Jian Xu; Yao Zhou; Jinglong Chen; Qiuling Song

doi:10.1039/C8QO00147B

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Photoredox-catalyzed cascade annulation of methyl(2-(phenylethynyl)phenyl)sulfanes and methyl(2-(phenylethynyl)phenyl)selanes with sulfonyl chlorides: synthesis of benzothiophenes and benzoselenophenes†

Jianxiang Yan,^a Jian Xu,^a Yao Zhou,^a Jinglong Chen^b and Qiuling Song

*^a

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* Corresponding authors

^a Institute of Next Generation Matter Transformation, College of Chemical Engineering at Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian, P. R. China
E-mail: qsong@hqu.edu.cn
Fax: +86-592-6162990

^b Quanzhou Jersey Biosciences, Quanzhou, Fujian, China

Abstract

A photoredox-catalyzed cascade annulation of methyl(2-(phenylethynyl)phenyl)sulfanes and methyl(2-(phenylethynyl)phenyl)selanes with sulfonyl chlorides was developed. A variety of benzothiophenes and benzoselenophenes were obtained in moderate to good yields at ambient temperature.

This article is part of the themed collections: Organic Chemistry Frontiers HOT articles for 2018, Celebrating Excellence in Research: 100 Women of Chemistry and Celebrating Excellence in Research: Women at the Frontiers of Chemistry

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DOI: https://doi.org/10.1039/C8QO00147B
Article type: Research Article
Submitted: 07 feb 2018
Accepted: 08 mar 2018
First published: 09 mar 2018

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Org. Chem. Front., 2018,5, 1483-1487

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Photoredox-catalyzed cascade annulation of methyl(2-(phenylethynyl)phenyl)sulfanes and methyl(2-(phenylethynyl)phenyl)selanes with sulfonyl chlorides: synthesis of benzothiophenes and benzoselenophenes

J. Yan, J. Xu, Y. Zhou, J. Chen and Q. Song, Org. Chem. Front., 2018, 5, 1483 DOI: 10.1039/C8QO00147B

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Organic Chemistry Frontiers

Photoredox-catalyzed cascade annulation of methyl(2-(phenylethynyl)phenyl)sulfanes and methyl(2-(phenylethynyl)phenyl)selanes with sulfonyl chlorides: synthesis of benzothiophenes and benzoselenophenes†

Abstract

Supplementary files

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Photoredox-catalyzed cascade annulation of methyl(2-(phenylethynyl)phenyl)sulfanes and methyl(2-(phenylethynyl)phenyl)selanes with sulfonyl chlorides: synthesis of benzothiophenes and benzoselenophenes

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