Synfacts 2006(7): 0714-0714  
DOI: 10.1055/s-2006-941887
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Pd-Catalyzed α-Arylation of Zinc Amide Enolates

Contributor(s): Paul Knochel, Andrei Gavryushin
T. Hama, D. A. Culkin, J. F. Hartwig*
Yale University, New Haven, USA
Further Information

Publication History

Publication Date:
22 June 2006 (online)

Significance

This article describes a simple method for the preparation of α-substituted aryl­acetic acid derivatives from the corresponding aryl bromides. The use of zinc enolates provides a good compatibility with functional groups as well as mild conditions for the cross-coupling reaction. A broad scope of substrates can be involved in the reaction, including sterically hindered arenes and heterocycles. The applied ligands are commercially available, and the reaction protocol is quite easy to perform.