Issue 8, 2014
From the journal:

Chemical Communications

Copper-catalyzed trifluoromethylation of N-arylacrylamides “on water” at room temperature†

Fang Yang,ab   Piyatida Klumphu,a   Yong-Min Liang*b  and  Bruce H. Lipshutz*a  

* Corresponding authors

a Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, USA
E-mail: lipshutz@chem.ucsb.edu
Fax: +1-805-893-8265
Tel: +1-805-893-2521

b State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China
E-mail: liangym@lzu.edu.cn
Fax: +86-931-8912582

Abstract

A copper-catalyzed intramolecular trifluoromethylation of arylacrylamides leads to oxindole derivatives, effected with stable and inexpensive Langlois' reagent (CF3SO2Na). These reactions proceed via a radical process in water at room temperature. The aqueous solution can be recycled.

Graphical abstract: Copper-catalyzed trifluoromethylation of N-arylacrylamides “on water” at room temperature

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Article information

DOI
https://doi.org/10.1039/C3CC48131J
Article type
Communication
Submitted
23 Oct 2013
Accepted
08 Nov 2013
First published
11 Nov 2013

Chem. Commun., 2014,50, 936-938

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Copper-catalyzed trifluoromethylation of N-arylacrylamides “on water” at room temperature

F. Yang, P. Klumphu, Y. Liang and B. H. Lipshutz, Chem. Commun., 2014, 50, 936 DOI: 10.1039/C3CC48131J

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