Synfacts 2008(4): 0404-0404  
DOI: 10.1055/s-2008-1042818
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Cross-Coupling of α-Diazocarbonyl Compounds with Arylboronic Acids

Contributor(s): Paul Knochel, Tobias Thaler
C. Peng, Y. Wang, J. Wang*
Peking University, P. R. of China
Further Information

Publication History

Publication Date:
19 March 2008 (online)

Significance

The first Pd-catalyzed cross-coupling reaction of α-diazocarbonyl compounds with aryl boronic acid is reported in this article. It provides a direct access to α-aryl substituted α,β-­unsaturated carbonyl compounds, whose preparation is difficult by conventional methods. Sensitive functional groups, such as nitro groups, chloro, and bromo substituents are tolerated. The reaction is supposed to proceed via a migratory insertion of an intermediary Pd-carbene species.