Issue 34, 2019
From the journal:

Organic & Biomolecular Chemistry

Direct thiocarbamation of imidazoheterocycles via dual C–H sulfurization†

Jian-Chao Deng,‡a   Jun-Rong Zhang,‡a   Ming-Hua Li,a   Jie-Cheng Huang,a   Zhi-Sheng Lai,a   Xin-Yu Tong,a   Zi-Ning Cui*ab  and  Ri-Yuan Tang ORCID logo *abc  

* Corresponding authors

a Department of Applied Chemistry, College of Materials and Energy, State Key Laboratory for Conservation and Utilization of Subtropical Agro-bioresources, South China Agricultural University, Guangzhou 510642, China
E-mail: rytang@scau.edu.cn, ziningcui@scau.edu.cn

b Integrative Microbiology Research Centre, Guangdong Province Key Laboratory of Microbial Signals and Disease Control, South China Agricultural University, Guangzhou 510642, China

c Key Lab of Functional Molecular Engineering of Guangdong Province, Guangzhou, P. R. China

Abstract

A copper-catalyzed DTBP oxidative dual C–H sulfurization has been developed for the direct thiocarbamation of imidazopyridines using a combination of elemental sulfur and formamides as carbamothioyl surrogates. NBS (bromo succinimide) was found to promote the thiocarbamation in good yields. This dual C–H sulfurization strategy enables access to a wide range of carbamothioyl imidazoheterocycles without the use of highly toxic phosgene.

Graphical abstract: Direct thiocarbamation of imidazoheterocycles via dual C–H sulfurization

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Article information

DOI
https://doi.org/10.1039/C9OB01403A
Article type
Communication
Submitted
21 Jun 2019
Accepted
08 Aug 2019
First published
08 Aug 2019

Org. Biomol. Chem., 2019,17, 7854-7857

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Direct thiocarbamation of imidazoheterocycles via dual C–H sulfurization

J. Deng, J. Zhang, M. Li, J. Huang, Z. Lai, X. Tong, Z. Cui and R. Tang, Org. Biomol. Chem., 2019, 17, 7854 DOI: 10.1039/C9OB01403A

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