Issue 24, 2016

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

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

Supplementary files

Article information

Article type
Communication
Submitted
26 Mar 2016
Accepted
19 Apr 2016
First published
19 Apr 2016

Org. Biomol. Chem., 2016,14, 5612-5616

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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