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Synfacts 2006(8): 0825-0825
DOI: 10.1055/s-2006-941997
DOI: 10.1055/s-2006-941997
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Co-Catalyzed Radical Alkenylation of Alkyl Halides
W. Affo, H. Ohmiya, T. Fujioka, Y. Ikeda, T. Nakamura, H. Yorimitsu*, K. Oshima*, Y. Imamura, T. Mizuta, K. Miyoshi
Kyoto University and Hiroshima University, Japan
Further Information
Publication History
Publication Date:
21 July 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200608/lookinside/thumbnails/10.1055-s-2006-941997-1.jpg)
Significance
This work describes a novel method of intermolecular coupling of alkenes with alkyl halides in the presence of trimethylsilylmethylmagnesium chloride and a cobalt catalyst CoCl2-1,6-bis(diphenylphosphino)hexane. In many cases it is an alternative to the Heck reaction because it does not require expensive palladium catalysts. This method shows good functional-group compatibility. The reaction proceeds via a radical pathway. An intramolecular version of this process allows to create complex carbon frameworks. Additionally, a Co-catalyzed cross-coupling of iodoalkenes with Me3SiCH2MgCl leading to allyltrimethylsilanes is described.