Attention:

Certain features of Sigma-Aldrich.com will be down for maintenance the evening of Friday August 18th starting at 8:00 pm CDT until Saturday August 19th at 12:01 pm CDT.   Please note that you still have telephone and email access to our local offices. We apologize for any inconvenience.


Trifluoromethylator™, A Robust Arene Trifluoromethylation Reagent: (Phen)Cu-CF3*

Arene trifluoromethylation has been a long-standing challenge for synthetic chemists. Such highly desirable fluorinated building blocks are readily accessed with Trifluoromethylator, (Phen)Cu-CF3 (cat. #777692), a reagent recently developed by Hartwig and coworkers.1

 

General Reaction Scheme 

 

(Phen)Cu-CF3 (cat. #777692) is an easily handled, thermally stable, single-component reagent for the trifluoromethylation of aryl iodides. Electron-rich and electron-deficient iodoarenes, as well as sterically-hindered iodoarenes, react in high yield under mild conditions. Electrophilic functional groups, including aldehydes, nitroarenes, ketones and esters are tolerated. Thus, the substrate scope of this reagent is broad and the reagent has wide applicability for trifluoromethylation.

 

Representative Reaction Scope


 

*Provided in conjunction with Dr. David Rozzell, Catylix, Inc.

  1. For complete scope and reaction details, please see: Morimoto, H.; Tsubogo, T.; Litvinas, N. D.; Hartwig, J. F. Angew. Chem. Int. Ed. 2011, 50, 3793-3798.

 *Trifluoromethylator is a trademark of Catylix, Inc.