Issue 3, 2016
From the journal:

Organic & Biomolecular Chemistry

Iodine-catalyzed thiolation of electron-rich aromatics using sulfonyl hydrazides as sulfenylation reagents†

Xia Zhao,*a   Tianjiao Li,a   Lipeng Zhanga  and  Kui Lu*b  

* Corresponding authors

a College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key laboratory of Inorganic–organic Hybrid Functional Material Chemistry, Ministry of Education, Tianjin Normal University, Tianjin 300387, China
E-mail: hxxyzhx@mail.tjnu.edu.cn

b College of Biotechnology, Tianjin University of Science & Technology, Tianjin 300457, China
E-mail: lukui@tust.edu.cn

Abstract

Iodine-catalyzed thiolation of electron-rich aromatics, including substituted anisole, thioanisole, phenol, toluene, and naphthalene, using sulfonyl hydrazides as sulfenylation reagents was carried out. Sulfonothioates, the products of decomposition of sulfonyl hydrazides in the presence of iodine, are proposed as the major sulfenylation species in this transformation.

Graphical abstract: Iodine-catalyzed thiolation of electron-rich aromatics using sulfonyl hydrazides as sulfenylation reagents

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Article information

DOI
https://doi.org/10.1039/C5OB02193F
Article type
Paper
Submitted
23 Oct 2015
Accepted
19 Nov 2015
First published
19 Nov 2015

Org. Biomol. Chem., 2016,14, 1131-1137

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Iodine-catalyzed thiolation of electron-rich aromatics using sulfonyl hydrazides as sulfenylation reagents

X. Zhao, T. Li, L. Zhang and K. Lu, Org. Biomol. Chem., 2016, 14, 1131 DOI: 10.1039/C5OB02193F

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