Nucleophilic substitution studies on nitroimidazoles, and applications to the synthesis of biologically active compounds

G Chauvière, C Viodé, J Périé

Index: Chauviere, Gerard; Viode, Cecile; Perie, Jacques Journal of Heterocyclic Chemistry, 2000 , vol. 37, # 1 p. 119 - 126

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Citation Number: 18

Abstract

Abstract The rationalization of the synthesis of substituted analogs of megazol, a biologically active 5-nitroimidazole at position 4 of the imidazole ring, had led to the study of intermediate steps. The methylation by diazomethane of 2, 4-(5) dihalogeno-5-(4) nitroimidazole is regioselective leading to 2, 4-dihalogeno-1-methyl-5-nitroimidazole 2. On this compound 2, hard nucleophiles such as cyanide, methoxide or hydride anions react ...