Secondary 2-thiophenecarboxamides efficiently undergo unique triarylation accompanied by formal decarbamoylation under palladium catalysis. 3-Substituted thiophenes, especially having an electron-withdrawing group, can also be triarylated.

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Thiazole derivatives Thiazole derivatives R 0260Palladium-Catalyzed Direct Arylation of Thiazoles with Aryl Bromides. -The title reaction is efficiently performed using Pd(OAc) 2 and a bulky phosphine ligand as catalyst system. DMF is the suitable solvent for arylations of thiazole, 2-substituted thiazoles and benzothiazole. In the latter case, addition of a catalytic amount of CuBr enhances the reaction. Thiazolecarboxamide (X) undergoes successive diarylation at the 4-and 5-positions accompanied by decarbamoylation in less polar solvent. -(YOKOOJI, A.; OKAZAWA, T.; SATOH, T.; MIURA*, M.; NOMURA, M.; Tetrahedron 59 (2003) 30, 5685-5689; Dep. Appl. Chem., Fac. Eng.

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