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Issue 24, 2016
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Synthesis of 4H-chromenes by an unexpected, K3PO4-mediated intramolecular Rauhut–Currier type reaction

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Abstract

In an attempt to develop the umpolung of Michael acceptors using chalcones having an enoate moiety under N-heterocyclic carbene (NHC) catalysis, a K3PO4-mediated intramolecular Rauhut–Currier type reaction was observed. This C(sp2)–C(sp2) coupling reaction afforded the biologically important 4H-chromenes in moderate to good yields. It is likely that the enol ether functionality acts as the nucleophilic trigger in this reaction.

Graphical abstract: Synthesis of 4H-chromenes by an unexpected, K3PO4-mediated intramolecular Rauhut–Currier type reaction

  • This article is part of the themed collection: New Talent
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Publication details

The article was received on 26 Mar 2016, accepted on 19 Apr 2016 and first published on 19 Apr 2016


Article type: Communication
DOI: 10.1039/C6OB00654J
Citation: Org. Biomol. Chem., 2016,14, 5612-5616

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    Synthesis of 4H-chromenes by an unexpected, K3PO4-mediated intramolecular Rauhut–Currier type reaction

    A. Bhunia, S. R. Yetra, R. G. Gonnade and A. T. Biju, Org. Biomol. Chem., 2016, 14, 5612
    DOI: 10.1039/C6OB00654J

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