Issue 33, 2011
From the journal:

Chemical Communications

Copper-mediated trifluoromethylation of arylboronic acids by trifluoromethyl sulfonium salts†

Cheng-Pan Zhang,a   Ji Cai,a   Chang-Bing Zhou,a   Xiao-Ping Wang,ab   Xing Zheng,b   Yu-Cheng Guc  and  Ji-Chang Xiao*a  

* Corresponding authors

a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: jchxiao@mail.sioc.ac.cn
Fax: +86-21-64166128

b Institute of Pharmacy and Pharmacology, University of South China, Hengyang, Hunan, China

c Syngenta, Jealott's Hill International Research Centre, Bracknell, Berkshire, UK

Abstract

The ligand-free trifluoromethylation of arylboronic acids with a [Ph2SCF3]+[OTf]−/Cu(0) system has been carefully investigated. Aryl-, alkenyl- and heteroarylboronic acids with a variety of functional groups were suitable substrates for this reaction. It is suggested that a CuCF3 species is formed under the reaction conditions.

Graphical abstract: Copper-mediated trifluoromethylation of arylboronic acids by trifluoromethyl sulfonium salts

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Article information

DOI
https://doi.org/10.1039/C1CC13460D
Article type
Communication
Submitted
11 Jun 2011
Accepted
06 Jul 2011
First published
19 Jul 2011

Chem. Commun., 2011,47, 9516-9518

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Copper-mediated trifluoromethylation of arylboronic acids by trifluoromethyl sulfonium salts

C. Zhang, J. Cai, C. Zhou, X. Wang, X. Zheng, Y. Gu and J. Xiao, Chem. Commun., 2011, 47, 9516 DOI: 10.1039/C1CC13460D

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