Tetrahedron

A facile synthesis of pyrazole, isoxazole and pyrimidine ortho-dicarboxylic acid derivatives via β-enaminoketoesters

AC Veronese, R Callegari, CF Morelli, CB Vicentini

文献索引：Veronese, Augusto C.; Callegari, Rosella; Morelli, Carlo F.; Vicentini, Chiara B. Tetrahedron, 1997 , vol. 53, # 42 p. 14497 - 14506

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被引用次数: 23

摘要

β-Alkoxycarbonyl-β-enaminoketoesters 1a, b react with hydrazines to give pyrazole ortho- dicarboxylic acid derivatives 3, 4 and 5. Similarly 1a reacts with hydroxylamine to give isoxazole 6 and with amidines and guanidine to give pyrimidine ortho-dicarboxylic acid monoesters 7a-c. The total or partial hydrolysis of selected heterocycles afforded the dicarboxylic acids 8, 9 and 10 and the dicarboxylic acid monoesters 11 and 12.