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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

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

Chem. Commun., 2009, 5993-5995

Permissions

Request permissions

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements