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Synfacts 2007(12): 1299-1299  
DOI: 10.1055/s-2007-991325
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Aryl Ketones by Palladium-Catalyzed Coupling of Aryl Bromides with Enol Acetates

Contributor(s): Paul Knochel, Andrei Gavryushin
M. Jean, J. Renault, P. Uriac*, M. Capet, P. van de Weghe*
Université de Rennes, Bioprojet-Biotech, Saint-Grégoire and Université de Haute Alsace, Mulhouse, France
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Publication History

Publication Date:
22 November 2007 (online)

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Significance

This reaction is the first example of a palladium-catalyzed addition of aryl halides to ­vinylic acetates, resulting in aryl ketones. It can be considered as an α-arylation of aldehydes, and thus it is a quite useful synthetic transformation. A broad variety of substituted aryl and heteroaryl bromides can be used, as well as a number of enol acetates. This is a convenient and general method for the preparation of aryl ketones from ­aldehydes and aryl halides.