Me3SiCF3/AgF/Cu—A new reagents combination for selective trifluoromethylation of various organic halides by trifluoromethylcopper,CuCF3 |
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| Authors: | Mikhail M Kremlev Aleksej I Mushta Wieland Tyrra Yurii L Yagupolskii Dieter Naumann Angela Möller |
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| Institution: | 1. Institute of Organic Chemistry, National Academy of Sciences of the Ukraine, Murmanskaya St. 5, UA-02094 Kyiv, Ukraine;2. Department für Chemie, Institut für Anorganische Chemie, Universität zu Köln, Greinstr. 6, D-50939 Köln, Germany;3. Department of Chemistry, University of Houston, Houston, TX 77204-5003, USA |
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| Abstract: | An alternative copper halide-free route to obtain highly reactive trifluoromethylcopper species has been developed via the reaction of silver fluoride and trimethyl(trifluoromethyl)silane followed by a redox transmetallation with elemental copper. The composition of the reactive intermediate was investigated by means of UV/Vis/NIR, ESR, 19F NMR spectroscopy and ESI mass spectrometry. “Trifluoromethylcopper” prepared by the oxidative transmetallation route exhibits excellent reactivity and selectivity in substitutions of iodine or bromine bond to aromatic or heterocyclic compounds for trifluoromethyl groups without any additional catalyst. |
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