Hartwig Trifluoromethylation: A New Broadly Useful Trifluoromethylation Reagent

by catylixinc

Catylix, Inc. has launched its first product: a new reagent for trifluoromethylation with broad applications for chemists in the life sciences. Sold under the trade name Trifluoromethylator (TM), Catylix’s product is the first trifluoromethylation reagent that is

  • Stable
  • Tolerant of a wide range of other chemical functionality
  • Usable at or near room temperature without a glove box

Trifluoromethylator® is available commercially from Aldrich Chemical Company.

Developed by Professor John Hartwig and co-workers at the University of Illinois, the new reagent offers exceptional scope and functional group compatibility for the addition of trifluoromethyl (CF3) groups to aryl and vinylic compounds. The reagent is trifluoromethyl(1,10-phenanthroline)copper and it has the advantages of broad scope and functional group compatibility combined with mild reaction conditions.

Catylix Hartwig trifluoromethylation reagent Cu(phen)CF3

Trifluoromethyl is an important functional group for optimizing the properties of pharmaceutical and agricultural lead compounds, often improving bioavailability, bioactivity, and metabolic stability. Previously available methods for the addition of CF3 groups require harsh conditions and have limited applicability due to high cost and the narrow range of compounds that are can be successfully trifluoromethylated.

Composed simply of CF3, a Cu atom, and a phenanthroline ligand, the reagent is prepared from relatively inexpensive starting materials, offering advantages in cost as well as the benefit of exceptionally broad reaction scope. Trifluoromethylator® is stable and can be weighed out on the bench-top, and the trifluoromethylation reaction can be carried out near room temperature and without the need of a glove box.

“More than 25% of compounds in pharmaceutical pipelines contain fluorine, and trifluoromethyl is an important segment of these. Trifluoromethylator® makes adding this key functional group faster and easier for chemists,” added Dr. Rozzell. Catylix has licensed the technology for the new trifluoromethylation eagent and its use exclusively from the University of Illinois.

A recent publication on the new trifluoromethylation reagent by Hartwig and co-workers provides additional details:

Angewandte Chemie International Edition

Volume 50, Issue 16, pages 3793–3798, April 11, 2011

Trifluoromethylator® is available commercially from Aldrich Chemical Company.

Visit http://www.aldrich.com/catylix to order


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