| Abstract: | A variety of 2-halo-5-thiazolecarboxylates was prepared from substituted-3-aminoacrylates and 3-ketoes-ters. Selective reduction of 2-chloro-5-thiazolecarboxylates 4a, 4i and 4j with sodium borohydride in ethanol provided the corresponding 2-halo-5-thiazolemethanols 27-29 . Nucleophilic displacements on 2-chloro-4-(trifluoromethyl)-5-thiazolyl]methyl methanesulfonate ( 32c ) occurred selectively at the 5-substituent to provide 2-chloro-4-(trifluoromethyl)-5-(heteroatom-substituted-methyl)thiazoles 32d-f. |
