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Synfacts 2008(3): 0300-0300
DOI: 10.1055/s-2008-1042732
DOI: 10.1055/s-2008-1042732
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
ortho-Selective Cross-Coupling of Dichlorobenzenes with Grignard Reagents
S. Ishikawa, K. Manabe*
RIKEN, Wako, Japan
Further Information
Publication History
Publication Date:
21 February 2008 (online)
Significance
The problem of the regioselectivity in cross-coupling reactions of functionalized dihaloarenes is important from the practical point of view. In this publication, the authors demonstrated highly ortho-selective coupling reactions of dichlorinated phenols, anilines and their derivatives, bearing an anionic coordinating group. Aryl, hetaryl, and alkenylmagnesium halides are suitable coupling partners. Using a specially designed ligand 1, o-chlorine can be coupled preferentially in the presence of a bromine atom in another position.