Issue 82, 2014

N-Heterocyclic carbene-catalyzed double acylation of enones with benzils

Abstract

Thiazolium carbene-catalyzed reaction of aromatic 1,2-diketones with enones in aprotic solvents gave double acylation products in good yields, whereas hydroacylation products formed by Stetter reaction were not detected at all. These results suggested the generation of aroyloxyenamine species from the 1,2-diketones instead of hydroxyenamines (Breslow intermediates).

Graphical abstract: N-Heterocyclic carbene-catalyzed double acylation of enones with benzils

Supplementary files

Article information

Article type
Communication
Submitted
15 Jul 2014
Accepted
26 Aug 2014
First published
26 Aug 2014

Chem. Commun., 2014,50, 12285-12288

Author version available

N-Heterocyclic carbene-catalyzed double acylation of enones with benzils

K. Takaki, A. Ohno, M. Hino, T. Shitaoka, K. Komeyama and H. Yoshida, Chem. Commun., 2014, 50, 12285 DOI: 10.1039/C4CC05436A

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