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Synfacts 2006(11): 1165-1165
DOI: 10.1055/s-2006-949480
DOI: 10.1055/s-2006-949480
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Aryl Trihydroxyborates as Convenient Species for Cross-Coupling Reactions
A. N. Cammidge*, V. H. M. Goddard, H. Gopee, N. L. Harrison, D. L. Hughes, C. J. Schubert, B. M. Sutton, G. L. Watts, A. J. Whitehead
University of East Anglia, Norwich and GSK Pharmaceuticals, Stevenage, UK
Further Information
Publication History
Publication Date:
24 October 2006 (online)
Significance
The authors decribe novel interesting substituents for the conventional arylboronic acids: aryl trihydroxyborates. They are stable, convenient for handling compounds with exact stoichiometry, and very easy to prepare from the corresponding arylboronic acids. They can be used for generally the same reactions as prototypical boronic acids, often without the need of additional bases. Thus, they are a useful storable alternative to the conventional boronic acids. Aryl, hetaryl and alkyl trihydroxyborates were successfully prepared and their reactivity was demonstrated in the cross-coupling and in Rh-catalyzed 1,4-addition reactions.