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Issue 7, 1999
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1,3-Dipolar cycloaddition route to nitrogen heterocyclic triones

Abstract

1,3-Dipolar cycloaddition of nitrile oxides, formed in situ by dehydration of primary nitro compounds, with pyrrolidine enamines of protected γ- or δ-amino-β-keto esters affords isoxazole-4-carboxylates; these undergo lactam formation and N–O bond cleavage to afford 3-acyltetramic acids and 3-acyl-4-hydroxypyridin-2-ones.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1999, 765-776
Article type
Paper

1,3-Dipolar cycloaddition route to nitrogen heterocyclic triones

R. C. F. Jones, G. Bhalay, P. A. Carter, K. A. M. Duller and S. H. Dunn, J. Chem. Soc., Perkin Trans. 1, 1999, 765
DOI: 10.1039/A900120D

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