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Scientific article
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Synthesis of Pyrazole C-Glycosides by 1,3-Dipolar Cycloaddition of Nitrilimines Formed by Lead Tetraacetate Oxidation of p-Nitrophenylhydrazones of Aldehydo Sugars

Published inHeterocycles, vol. 36, no. 4, p. 833-844
Publication date1993
Abstract

Aldehydo sugars p-nitrophenylhydrazones upon treatment with lead tetraacetate in the presence of an excess of methyl acrylate afforded, besides N’-acetylhydrazide derivatives, methyl 3-glycosyl-1-p-nitrophenylpyrazoline-5-carboxylates which were readily oxidized to the corresponding pyrazoles. The methyl pyrazole-5-carboxylates were converted to 5-carboxamides.

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Citation (ISO format)
TRONCHET, Jean Marcel Julien, TRONCHET, Jeannine, BARBALAT, Françoise. Synthesis of Pyrazole <i>C</i>-Glycosides by 1,3-Dipolar Cycloaddition of Nitrilimines Formed by Lead Tetraacetate Oxidation of <i>p</i>-Nitrophenylhydrazones of Aldehydo Sugars. In: Heterocycles, 1993, vol. 36, n° 4, p. 833–844. doi: 10.3987/COM-92-6244
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ISSN of the journal0385-5414
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