Issue 34, 2020
From the journal:

Chemical Communications

Silver-promoted synthesis of vinyl sulfones from vinyl bromides and sulfonyl hydrazides in water†

Ge Zhang,ab   Jian-Guo Fu,c   Qian Zhao,d   Gui-Shan Zhang,d   Meng-Yao Li,b   Chen-Guo Feng ORCID logo *bc  and  Guo-Qiang Lin*ab  

* Corresponding authors

a School of Physical Science and Technology, ShanghaiTech University, Shanghai, China

b Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Shanghai, China
E-mail: fengcg@shutcm.edu.cn, lingq@sioc.ac.cn

c The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, Shanghai, China

d Jiangsu Key Laboratory of Chiral Drug Development, Jiangsu Aosaikang Pharmaceutical CO., LTD, Nanjing, China

Abstract

The synthesis of vinyl sulfones via silver-promoted cross-coupling of vinyl bromides with sulfonyl hydrazides was realized. Water was used as the sole solvent. Multisubstituted vinyl sulfones were easily prepared with excellent alkyl group tolerance. A mechanism involving nucleophilic attack of a sulfinate anion was proposed.

Graphical abstract: Silver-promoted synthesis of vinyl sulfones from vinyl bromides and sulfonyl hydrazides in water

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Article information

DOI
https://doi.org/10.1039/D0CC00784F
Article type
Communication
Submitted
31 Jan 2020
Accepted
13 Mar 2020
First published
13 Mar 2020

Chem. Commun., 2020,56, 4688-4691

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Silver-promoted synthesis of vinyl sulfones from vinyl bromides and sulfonyl hydrazides in water

G. Zhang, J. Fu, Q. Zhao, G. Zhang, M. Li, C. Feng and G. Lin, Chem. Commun., 2020, 56, 4688 DOI: 10.1039/D0CC00784F

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