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Photoredox-catalyzed cascade addition/cyclization of N-propargyl aromatic amines: access to 3-difluoroacetylated or 3-fluoroacetylated quinolines

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Abstract

3-Difluoroacetylated quinolines and 3-fluoroacetylated quinolines were synthesized via a visible-light-induced cascade addition/cyclization of N-propargyl aromatic amines with ethyl bromodifluoroacetate or ethyl bromofluoroacetate catalyzed by fac-Ir(ppy)3 under mild conditions. For the substrates bearing various substituents on the aniline ring and benzene ring, the reaction proceeded smoothly to give the corresponding difluoroacetylated or fluoroacetylated quinolines in moderate to high yields.

Graphical abstract: Photoredox-catalyzed cascade addition/cyclization of N-propargyl aromatic amines: access to 3-difluoroacetylated or 3-fluoroacetylated quinolines

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Publication details

The article was received on 13 Aug 2017, accepted on 17 Sep 2017 and first published on 18 Sep 2017


Article type: Research Article
DOI: 10.1039/C7QO00714K
Citation: Org. Chem. Front., 2017, Advance Article
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    Photoredox-catalyzed cascade addition/cyclization of N-propargyl aromatic amines: access to 3-difluoroacetylated or 3-fluoroacetylated quinolines

    Q. Deng, Y. Xu, P. Liu, L. Tan and P. Sun, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00714K

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