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Issue 46, 2018
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Synthesis of α-CF3 and α-CF2H amines via the aminofluorination of fluorinated alkenes

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Abstract

A novel synthesis of α-CF3 and α-CF2H amines via the aminofluorination of gem-difluoroalkenes and mono-fluoroalkenes, respectively, is reported. The method employs Selectfluor as an electrophilic fluorine source and acetonitrile as a nitrogen source. Mechanistic studies revealed a single-electron oxidation/fluorine-abstraction/Ritter-type amination pathway. The protocol allowed the synthesis of a broad range of fluorinated amines including those bearing quaternary carbon centers with good efficiency and functional group tolerance.

Graphical abstract: Synthesis of α-CF3 and α-CF2H amines via the aminofluorination of fluorinated alkenes

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Publication details

The article was received on 26 Apr 2018, accepted on 14 May 2018 and first published on 15 May 2018


Article type: Communication
DOI: 10.1039/C8CC03364A
Citation: Chem. Commun., 2018,54, 5907-5910
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    Synthesis of α-CF3 and α-CF2H amines via the aminofluorination of fluorinated alkenes

    L. Yang, W. Fan, E. Lin, D. Tan, Q. Li and H. Wang, Chem. Commun., 2018, 54, 5907
    DOI: 10.1039/C8CC03364A

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