4-Aryl-2-quinolones through a Pseudo-Domino Heck/Buchwald-Hartwig reaction in a molten tetrabutylammonium acetate/ tetrabutylammonium bromide mixture

Abstract

4-Aryl-2-quinolones can be prepared from readily available o-bromocinnamamide and aryl iodides using phosphine-free palladium(II) ace-tate as the precatalyst and a molten tetra(n-butyl)-ammonium acetate/tetra(n-butyl) ammonium bro-mide mixture as the reaction medium. The reaction proceeds through a pseudo-domino process involv-ing two mechanistically independent, sequential cat-alytic cycles: a Heck reaction followed by an intra-molecular Buchwald-Hartwig C-N bond forming reaction © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.