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Synfacts 2007(4): 0417-0417
DOI: 10.1055/s-2007-968332
DOI: 10.1055/s-2007-968332
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Suzuki Cross-Coupling of N-Vinylpyridinium and Ammonium Tetrafluoroborates
K. R. Buszek*, N. Brown
Kansas State University, Manhattan, University of Kansas, Lawrence and University of Missouri, Kansas City, USA
Further Information
Publication History
Publication Date:
23 March 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200704/lookinside/thumbnails/10.1055-s-2007-968332-1.jpg)
Significance
This is a new interesting method for the introduction of a enone moiety into an aryl ring by means of a cross-coupling reaction. The vinylpyridinium salts are readily prepared from the corresponding ynones and pyridinium tetrafluoroborate and are crystalline solids, convenient to handle and store. The reaction proceeds within several minutes under the assistance of microwave heating. Mechanistically, this is the first example of the oxidative insertion of Pd(0) into alkenylammonium bonds.