New synthetic approach for the preparation of imidazole N3-Oxide

H Cerecetto, A Gerpe, M Gonzalez, YF Sainz…

Index: Cerecetto, Hugo; Gerpe, Alejandra; Gonzalez, Mercedes; Fernandez Sainz, Yolanda; Piro, Oscar E.; Castellano, Eduardo E. Synthesis, 2004 , # 16 p. 2678 - 2684

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Citation Number: 15

Abstract

Abstract A new synthetic procedure of 1-alkyl (aryl)-1H-4-methylimidazole N 3-oxide derivatives by cyclocondensation of α-amineoximes and orthoesters was studied. Low yields in the cyclization process were the result of predominant Z-stereoisomer around the oxime moiety of α-amineoxime reactants. Different attempts to improve these yields were assayed, mild conditions being those that produce the best results. Also, the special acidity of ...