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Paper | Regular issue | Vol 29, No. 4, 1989, pp.667-677
Published online, 1st January, 1970
DOI: 10.3987/COM-89-4556
Synthesis of 4-Carbosubstituted Isoxazole Derivatives

Angel Alberola, Antonio Pérez Serrano, Ma Teresa Rodríguez Rodríguez, and Carmen Orozco

*Deparamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, 47005 Valladolid, Spain

Abstract

3,5-Disubstituted 4-lithioisoxazoles were synthesized selectively and in good yields by exchange between 4-bromoisoxazoles and n-BuLi as it is proved carboxylation. Reactions of 3,5-disubstituted 4-lithioisoxazoles with saturated or α,β-unsaturated carbonyl compounds, esters, nitriles and amidea allow the introduction of carbon-chains with different functionality at C-4.