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Synfacts 2008(7): 0750-0750  
DOI: 10.1055/s-2008-1077836
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed α-Arylation of Esters

Contributor(s): Paul Knochel, Andrei Gavryushin
T. Hama, J. F. Hartwig*
Yale University, New Haven and University of Illinois Urbana-Champaign, USA
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Publikationsdatum:
20. Juni 2008 (online)

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Significance

This and the following (T. Hama, J. F. Hartwig Org. Lett. 2008, 10, 1549) publications describe a simple, robust and versatile procedure for the Pd-catalyzed α-arylation of various esters correspondingly with aryl bromides and chlorides. A fairly general and highly active catalyst, a Pd-t-Bu3P complex, has been discovered. As little as 0.04 mol% of the catalyst is sufficient for some processes. Besides, an improved protocol for the cross-coupling of Reformatsky reagents with aryl chlorides is reported.