Jump to main content
Jump to site search

Issue 5, 2016
Previous Article Next Article

Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles

Author affiliations

Abstract

We demonstrate how heterocycle-derived β-S-enals can be employed as bifunctional substrates in a cascade of two rhodium-catalysed C–C bond forming reactions to deliver substituted heterocyclic products. A single rhodium-catalyst, generated in situ from a commercial salt and ligand combination, is used to promote both an initial alkene or alkyne hydroacylation reaction, and then a Suzuki-type cross-coupling, resulting in a three-component assembly of the targeted heterocycles. Substrates based on N-, O- and S-heterocycles are included, as are a range of alkenes, alkynes and boronic acid derivatives.

Graphical abstract: Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles

Back to tab navigation

Supplementary files

Publication details

The article was received on 04 Feb 2016, accepted on 11 Mar 2016 and first published on 23 Mar 2016


Article type: Research Article
DOI: 10.1039/C6QO00057F
Citation: Org. Chem. Front., 2016,3, 625-629
  • Open access: Creative Commons BY license
  •   Request permissions

    Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles

    J. Niu and M. C. Willis, Org. Chem. Front., 2016, 3, 625
    DOI: 10.1039/C6QO00057F

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements