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Synfacts 2007(8): 0856-0856  
DOI: 10.1055/s-2007-968745
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

First Catalytic Functionalization of Unreactive Aryl C-N Bonds in Anilines

Contributor(s): Paul Knochel, Tobias Thaler
S. Ueno, N. Chatani, F. Kakiuchi*
Keio University, Kanagawa and Osaka University, Japan
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Publication History

Publication Date:
24 July 2007 (online)

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Significance

The first catalytic functionalization of unreactive aryl C-N bonds with the help of a low-valent transition metal is demonstrated in this article. Hereby, the C-N bond is activated via an oxidative addition to the Ru complex. The subsequent coupling reaction proceeds through trans­metallation between the Ru-amide complex and an organoboronic ester. Cyclopropyl rings are transferred without ring opening.