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Synfacts 2006(8): 0854-0854
DOI: 10.1055/s-2006-941990
DOI: 10.1055/s-2006-941990
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
Palladium-Catalyzed α-Arylation of Ketones on Solid Support
M. Limbeck, H. Wamhoff, T. Rölle, N. Griebenow*
Bayer HealthCare AG, Wuppertal and Universität Bonn, Germany
Further Information
Publication History
Publication Date:
21 July 2006 (online)
Significance
The authors have reported the palladium-catalyzed α-arylation of ketones on solid phase using modified Buchwald-Hartwig reaction conditions. Immobilized 4-bromobenzamide 1, which was prepared from polystyrene Rink amide resin, reacted with various aromatic, heteroaromatic, and aliphatic ketones in the presence of 20 mol% Pd2(dba)3 and 80 mol% BINAP as catalyst and an excess of NaOt-Bu as base to form the corresponding coupling compounds 2. Subsequent cleavage from the Rink amide resin was carried out with trifluoroacetic acid in dichloromethane to give the desired α-aryl ketones 3 in moderate to high yield and good to excellent purity.