N-Trifluoromethylation of Nitrosoarenes with Sodium Triflinate | Zendy

Angela van der Werf | Zendy; Matic Hribersek | Zendy; Nicklas Selander | Zendy

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N-Trifluoromethylation of Nitrosoarenes with Sodium Triflinate

Author(s) -

Angela van der Werf,

Matic Hribersek,

Nicklas Selander

Publication year - 2017

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.7b00908

Subject(s) - trifluoromethylation , chemistry , hydroquinone , reagent , catalysis , sodium , copper , combinatorial chemistry , functional group , medicinal chemistry , organic chemistry , trifluoromethyl , alkyl , polymer

A highly efficient N-trifluoromethylation of nitrosoarenes is reported. The inexpensive and convenient Langlois reagent (sodium triflinate) is employed as a CF 3 -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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