The reaction of carbanions from 3??methyl??5??phenylisoxazole with electrophilic compounds

A Alberola, L Calvo, TR Rodríguez…

Index: Alberola, Angel; Calvo, Luis; Rodriguez, Teresa Rodriguez; Sanudo, Carmen Journal of Heterocyclic Chemistry, 1992 , vol. 29, # 2 p. 445 - 450

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Citation Number: 6

Abstract

Abstract The reactivity of 3-methyl-5-phenylisoxazole against electrophilic compounds in the presence of different bases is studied. With n-BuLi, alkylated products at C-4 position and C- 3 methyl group, and, in a few cases, dialkylated isoxazoles are obtained. When the reactions are carried out with LICA, the nature of the alkylated products depends on the alkyl halide used. By using LICA-TMEDA, as deprotonating system, regio-selective reaction at the C-3 ...