Application of 3-aroyl-4(5)-arylimidazols as efficient ligands in Pd-catalyzed Heck reactions

Authors : Mojtaba AMINI, Seyedeh Motahhareh AMINI, Bagher EFTEKHARI-SIS, Ali KEIVANLOO

Pages : 547-552

Doi:10.3906/kim-1307-18

View : 11 | Download : 6

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :The Heck coupling of haloarenes with various alkenes was successfully performed in the presence of 0.25 mol % PdCl2 and 0.5 mol % biphenyl-4-yl-[4insert ignore into journalissuearticles values(5);-insert ignore into journalissuearticles values(biphenyl-4-yl);-1H-imidazol-2-yl]ketone 2f as a ligand with Na2CO3 as optimal base, in a 1:1 mixture of H2O/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 insert ignore into journalissuearticles values(76 %--94 %);, bromides insert ignore into journalissuearticles values(52 %--79 %);, and chlorides insert ignore into journalissuearticles values(40 %--70 %);.
Keywords : Aroylimidazoles, PdCl2, Heck reaction, aqueous medium