Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides

Qian Chen; Yulin Huang; Xiaofeng Wang; Jiawei Wu; Guodian Yu

doi:10.1039/C8OB00244D

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Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides†

Qian Chen,

*^ab Yulin Huang,^a Xiaofeng Wang,^a Jiawei Wu^a and Guodian Yu^a

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* Corresponding authors

^a School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China
E-mail: qianchen@gdut.edu.cn

^b Key Laboratory of Functional Molecular Engineering of Guangdong Province, South China University of Technology, Guangzhou 510640, China

Abstract

A highly efficient sulfonylation of thiols has been achieved through the metal-free NaI/TBHP-mediated cross-coupling of sulfonyl hydrazides and thiols at room temperature. This method provides a convenient and practical route to thiosulfonates in 84–99% yields (39 examples) with wide functional group compatibility.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C8OB00244D
Article type: Paper
Submitted: 29 Jan 2018
Accepted: 13 Feb 2018
First published: 16 Feb 2018

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Org. Biomol. Chem., 2018,16, 1713-1719

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Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides

Q. Chen, Y. Huang, X. Wang, J. Wu and G. Yu, Org. Biomol. Chem., 2018, 16, 1713 DOI: 10.1039/C8OB00244D

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Organic & Biomolecular Chemistry

Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides†

Abstract

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Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides

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