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.
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.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.