Abstract
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.
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