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Paper | Regular issue | Vol 48, No. 10, 1998, pp.2035-2048
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8244
Synthesis of Methyl 2-(1',1'-Dimethyl-2'-oxopropyl)thiazole-4-carboxylate and Related 2,4-Disubstituted Thiazoles. Key Intermediates in the Synthesis of Anthelmintic Agents Based on Marine Natural Product

Gloria Serra, Graciela Mahler, and Eduardo Manta*

*Cátedra de Química Orgánica, Facultad de Química, Universidad de la República, Avda. General Flores 2124, Casilla de Correo 1157, C. P. 1180 Montevideo, Uruguay


Two methodologies, cyclodehydration of amides with TiCl4 and cyclodehydration of β-hydroxy thioamides with PEG linked Burgess reagent were used in order to obtain 2,4-disubstituted thiazole rings (2) and (3) respectively. The scope and limitations of both methods were compared and contrasted.