Abstract:The Heck coupling of haloarenes with various alkenes was successfully performed in the presence of 0.25 mol% PdCl 2 and 0.5 mol% biphenyl-4-yl-[4(5)-(biphenyl-4-yl)-1 H -imidazol-2-yl]ketone 2f as a ligand with Na 2 CO 3 as optimal base, in a 1:1 mixture of H 2 O/DMF as the reaction solvent at 80• C for 8 h. Imidazole 2f was found to be an inexpensive, air-stable, easily available, and efficient ligand in the palladium-catalyzed Heck reactions of aryl iodides (76%-94%), bromides (52%-79%), and chlorides (40%-70%).
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