Organic Letters
Organic Letters
5 years ago

N-Trifluoromethylation of Nitrosoarenes with Sodium Triflinate

N-Trifluoromethylation of Nitrosoarenes with Sodium Triflinate
Angela van der Werf, Matic Hribersek, Nicklas Selander
A highly efficient N-trifluoromethylation of nitrosoarenes is reported. The inexpensive and convenient Langlois reagent (sodium triflinate) is employed as a CF3-radical source in combination with a copper catalyst and an oxidant. N-Trifluoromethylated hydroxylamines are obtained in high yields within 1 h at room temperature. The addition of hydroquinone was found to be instrumental to prevent the formation of side products. The method is high-yielding, is scalable, and displays a high functional group tolerance.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00908

DOI: 10.1021/acs.orglett.7b00908

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