beta-Alkoxycarbonyl-beta-enaminoketoesters 1a,b react with hydrazines to give pyrazole ortho-dicarboxylic acid derivatives 3, 4 and 5. Similarly la 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. (C) 1997 Elsevier Science Ltd.
A facile synthesis of pyrazole, isoxazole and pyrimidine ortho-dicarboxylic acid derivatives via beta-enaminoketoesters / A. Veronese, R. Callegari, C. F. Morelli, C. Vicentini. - In: TETRAHEDRON. - ISSN 0040-4020. - 53:42(1997), pp. 14497-14506.
A facile synthesis of pyrazole, isoxazole and pyrimidine ortho-dicarboxylic acid derivatives via beta-enaminoketoesters
C. F. MorelliPenultimo
;
1997
Abstract
beta-Alkoxycarbonyl-beta-enaminoketoesters 1a,b react with hydrazines to give pyrazole ortho-dicarboxylic acid derivatives 3, 4 and 5. Similarly la 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. (C) 1997 Elsevier Science Ltd.
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