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

Chem Commun (Camb). 2014 Oct 21;50(82):12285-8. doi: 10.1039/c4cc05436a.

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).