Double C–S bond formation via C–H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur

Xiaoming Zhu; Yuzhong Yang; Genhua Xiao; Jianxin Song; Yun Liang; Guobo Deng

doi:10.1039/C7CC07366F

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Double C–S bond formation via C–H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur†

Xiaoming Zhu,^ab Yuzhong Yang,^a Genhua Xiao,^a Jianxin Song,

^a Yun Liang

*^a and Guobo Deng

*^a

Author affiliations

* Corresponding authors

^a National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules, Hunan Normal University, Changsha, Hunan 410081, China
E-mail: yliang@hunnu.edu.cn, gbdeng@hunnu.edu.cn

^b Key Laboratory of Functional Metal–Organic Compounds of Hunan Province, Hunan Province Universities Key Laboratory of Functional Organometallic Materials, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China

Abstract

A novel, atom economic, and environmentally friendly method for the synthesis of 2-substituted benzothiazoles and 2-substituted naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur has been developed under metal-free conditions. The reaction underwent the process of double C–S bond formation through C–H bond functionalization.

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DOI: https://doi.org/10.1039/C7CC07366F
Article type: Communication
Submitted: 21 Sep 2017
Accepted: 09 Oct 2017
First published: 09 Oct 2017

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Chem. Commun., 2017,53, 11917-11920

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Double C–S bond formation via C–H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur

X. Zhu, Y. Yang, G. Xiao, J. Song, Y. Liang and G. Deng, Chem. Commun., 2017, 53, 11917 DOI: 10.1039/C7CC07366F

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Chemical Communications

Double C–S bond formation via C–H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur†

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Double C–S bond formation via C–H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur

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