Syntheses and reactions of 2??halo??5??thiazolecarboxylates

…, FM Schleppnik, RK Howe

Index: Lee, Len F.; Schleppnik, Francis M.; Howe, Robert K. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 1621 - 1630

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Citation Number: 31

Abstract

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 ...