Ring nitrogen functionalization of 2??aminothiazol??4??acetic acid derivatives. I. Synthesis and properties of novel 2??aminothiazole N??oxides

E Perrone, M Alpegiani, F Giudici…

Index: Perrone; Alpegiani; Giudici; et al. Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 4 p. 1097 - 1111

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Citation Number: 9

Abstract

Abstract Cyclization of thiocyanomethylketone oximes with hydroxylamine hydrochloride and oxidation of 2-aminothiazole derivatives with peracids are shown to afford the same products, which can be formulated either as 2-imino-3-hydroxy-2, 3-dihydrothiazolines or 2- aminothiazole N-oxides. Compounds of this type bearing at position 4 an acetic or α- oxyiminoacetic residue are useful synthons for highly active β-lactam antibiotics; the ...