Jump to main content
Jump to site search

Issue 11, 2016
Previous Article Next Article

Pd/Al2O3-catalysed redox isomerisation of allyl alcohol: application in aldol condensation and oxidative heterocyclization reactions

Author affiliations

Abstract

The application of the Pd/Al2O3 catalyst in allyl alcohol isomerization and subsequent aldol condensation and heterocyclization reactions is described. The activity of Pd/Al2O3 in these transformations is suggested to be due to the participation of the Lewis acidic sites of the support in the activation of the alcohol towards oxidative dehydrogenation by the metal and subsequent hydride transfer. The resulting enol(ate)/aldehyde could undergo further reactions promoted by the acid–base properties of the support. In the aldol condensation reactions of the isomerization product, electron poor aromatic aldehydes and heteroaromatic aldehydes showed the highest activity, while aromatic aldehydes bearing electron donating substituents reacted after transformation to the corresponding N-tosyl imines. 1,2-Disubstituted aromatics gave heterocyclic products in one-pot multistep reaction sequences.

Graphical abstract: Pd/Al2O3-catalysed redox isomerisation of allyl alcohol: application in aldol condensation and oxidative heterocyclization reactions

Back to tab navigation

Supplementary files

Publication details

The article was received on 09 Oct 2015, accepted on 19 Dec 2015 and first published on 23 Dec 2015


Article type: Paper
DOI: 10.1039/C5CY01722J
Author version
available:
Download author version (PDF)
Catal. Sci. Technol., 2016,6, 3814-3820

  •   Request permissions

    Pd/Al2O3-catalysed redox isomerisation of allyl alcohol: application in aldol condensation and oxidative heterocyclization reactions

    D. Zsolnai, P. Mayer, K. Szőri and G. London, Catal. Sci. Technol., 2016, 6, 3814
    DOI: 10.1039/C5CY01722J

Search articles by author

Spotlight

Advertisements