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N‑Trifluoromethylation of Nitrosoarenes with Sodium Triflinate

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journal contribution
posted on 2017-04-12, 18:48 authored by 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.

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