Issue 40, 2009
From the journal:

Chemical Communications

Acid-mediated formation of trifluoromethylsulfonates from sulfonic acids and a hypervalent iodine trifluoromethylating agent†‡

Raffael Koller,a   Quentin Huchet,a   Philip Battaglia,a   Jan M. Welcha  and  Antonio Togni*a  

* Corresponding authors

a Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, ETH Zurich, 8093 Zurich, Switzerland
E-mail: atogni@ethz.ch
Fax: +41(0) 44-632-1310
Tel: +41(0) 44-632-2236

Abstract

A variety of sulfonic acids have been trifluoromethylated using 1-trifluoromethyl-1,2-benziodoxol-3(1H)-one under mild conditions in good to excellent yields. Initial mechanistic investigations of this reaction show a clean second-order kinetics and only very weak substrate electronic effects.

Graphical abstract: Acid-mediated formation of trifluoromethylsulfonates from sulfonic acids and a hypervalent iodine trifluoromethylating agent

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Article information

DOI
https://doi.org/10.1039/B913962A
Article type
Communication
Submitted
13 7 2009
Accepted
07 9 2009
First published
14 9 2009

Chem. Commun., 2009, 5993-5995

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Acid-mediated formation of trifluoromethylsulfonates from sulfonic acids and a hypervalent iodine trifluoromethylating agent

R. Koller, Q. Huchet, P. Battaglia, J. M. Welch and A. Togni, Chem. Commun., 2009, 5993 DOI: 10.1039/B913962A

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