Tetrahedron 2018-03-14

Palladium(II)-N-heterocyclic carbene-catalyzed direct C2- or C5-arylation of thiazoles with aryl bromides

Murat Kaloğlu, İsmail Özdemir

Index: 10.1016/j.tet.2018.03.026

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Abstract

10.1016/j.tet.2018.03.026 picture

Herein we report, a series of new benzimidazolium chlorides as N-heterocyclic carbene (NHC) ligand and their corresponding palladium(II)-NHC complexes with the general formula [PdCl2(NHC)2] were synthesized. All new compounds were characterized by 1H NMR, 13C NMR, IR spectroscopy and elemental analysis techniques. The catalytic activity of palladium(II)-NHC complexes was investigated in the direct C2- or C5-arylation of thiazoles with aryl bromides in presence of palladium(II)-NHC at 150 °C for 1 h. These complexes exhibited the good catalytic performance for the direct arylation of thiazoles. The arylation of thiazoles regioselectively produced C2- or C5-arylated thiazoles in moderate to high yields.