Issue 3, 2016
From the journal:

Organic Chemistry Frontiers

Direct isoperfluoropropylation of arenediazonium salts with hexafluoropropylene†

Xiaojun Wang,ab   Yajun Li,b   Yuwei Guo,ab   Zhentong Zhu,bc   Yongming Wu*b  and  Weiguo Cao*ab  

* Corresponding authors

a Department of Chemistry, Shanghai University, 99 Shangda Road, Shanghai 200444, China
E-mail: wgcao@staff.shu.edu.cn

b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: ymwu@sioc.ac.cn

c School of Chemical and Environmental Engineering, Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, China

Abstract

An efficient copper-promoted isoperfluoropropylation of aryl diazonium salts is described. The reaction occurs under mild conditions using commercially available hexafluoropropylene (HFP) as the starting material. In addition, a one-pot direct diazotization and isoperfluoropropylation protocol was developed. The method allows facile conversion of various arylamines into isoperfluoropropylarenes with good functional group compatibility using HFP.

Graphical abstract: Direct isoperfluoropropylation of arenediazonium salts with hexafluoropropylene

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Article information

DOI
https://doi.org/10.1039/C5QO00388A
Article type
Research Article
Submitted
20 Nov 2015
Accepted
28 Dec 2015
First published
29 Dec 2015

Org. Chem. Front., 2016,3, 304-308

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Direct isoperfluoropropylation of arenediazonium salts with hexafluoropropylene

X. Wang, Y. Li, Y. Guo, Z. Zhu, Y. Wu and W. Cao, Org. Chem. Front., 2016, 3, 304 DOI: 10.1039/C5QO00388A

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