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An Efficient Reagent to Introduce the Trifluoromethyl Group under Mild Conditions


Methods to introduce fluorine into agrochemicals1 and pharmaceuticals2 has been a hot topic for about 40 years.3 To improve atom economy and reduce harmful side products,4 many metal complexes have been developed to introduce a CF3 group into various molecules. This reagent first saw use in the trifluoromethylation of aryl and vinyl iodides (Scheme 1).5


Scheme 1: Introduction of a CF3 Group to Aryl and Vinyl Iodides



Heteroaromatic systems were also tolerant to similar conditions.6 The phen ligand is bulky enough to prevent nitrogen from binding to the metal center. Trifluoromethylation of heteroaromatic compounds proceeded in high yields (Scheme 2).6


Scheme 2: Introduction of a CF3 Group to Heteroarene Bromides



This reagent was made in situ prior to commercialization.7 This in situ reagent was found to be ineffective at introducing the trifluoromethyl group to electron-rich aryl iodides and was low-yielding for electron-neutral aryl iodides. Trifluoromethylator®, however,is easy to handle, thermally stable, and is a singular reagent for facile introduction of CF3 groups into both electron-rich, -neutral, and -poor aryl and vinyl halides.


Product Availability

Catalog # 29-6720

CAS # 1300746-79-5


Trifluoromethyl(1,10-phenanthroline)copper (I), 95%



    1. Pest. Manage. Sci., 2010, 66, 10. 

    2. Med. Chem., 2008, 51, 4359. 

    3. Chem. Rev., 2011, 111, 4475. 

    4. Angew. Chem. Int. Ed., 2015, 54, 3712. 

    5. Angew. Chem., 2011, 123, 3877. 

    6. Org. Lett., 2014, 16, 1744. 

    7. Commun., 2009, 1909.


For more information please visit the link below:

Fluorination and Trifluoromethylation - Selected Catalysts and Reagents

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