β-Alkoxycarbonyl-β-enaminoketoesters 1a,b react with hydrazines to give pyrazole orthodicarboxylic 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.
A facile synthesis of pyrazole, isoxazole and pyrimidine ortho-dicarboxylic acid derivatives via beta-enaminoketoesters
VERONESE, Augusto;CALLEGARI, Rosella;VICENTINI, Chiara Beatrice
1997
Abstract
β-Alkoxycarbonyl-β-enaminoketoesters 1a,b react with hydrazines to give pyrazole orthodicarboxylic 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.File in questo prodotto:
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