Organic Chemistry Portal

Abstracts

Search:

Practical Method for the Cu-Mediated Trifluoromethylation of Arylboronic Acids with CF3 Radicals Derived from NaSO2CF3 and tert-Butyl Hydroperoxide (TBHP)

Yingda Ye, Stefan A. Künzi and Melanie S. Sanford*

*Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, United States, Email: mssanforumich.edu

Y. Ye, S. A. Künzi, M. S. Sanford, Org. Lett., 2012, 14, 4979-7981.

DOI: 10.1021/ol3022726 (free Supporting Information)


Abstract

A mild and practical protocol for the copper-mediated trifluoromethylation of aryl and heteroaryl boronic acids using NaSO2CF3 (Langlois’ reagent) and TBHP proceeds at room temperature under ambient conditions. The products can be readily purified by extraction or column chromatography.

see article for more examples



Merging Visible-Light Photocatalysis and Transition-Metal Catalysis in the Copper-Catalyzed Trifluoromethylation of Boronic Acids with CF3I

Y. Ye, M. S. Sanford, J. Am. Chem. Soc., 2012, 134, 9034-9037.


Key Words

trifluoromethylation, TBHP


ID: J54-Y2012-3140