Methyl 3,5-dioxohexanoate (1) reacts with hydrazines (2) in methanol or acetic acid to give a mixture of the isomeric pyrazolylacetates (3) and (4), whose molar ratio depends on the solvent and hydrazine. 2,2-Dimethyl-5-(1- hydroxy-3-oxobutylidene)-1,3-dioxane-4,6-dione (5) reacts chemoselectively with hydrazines to give the 5-pyrazolylacetates (3) as the only reaction products.
Chemoselective synthesis of 3-and 5-pyrazolylacetates
VICENTINI, Chiara Beatrice;VERONESE, Augusto
2000
Abstract
Methyl 3,5-dioxohexanoate (1) reacts with hydrazines (2) in methanol or acetic acid to give a mixture of the isomeric pyrazolylacetates (3) and (4), whose molar ratio depends on the solvent and hydrazine. 2,2-Dimethyl-5-(1- hydroxy-3-oxobutylidene)-1,3-dioxane-4,6-dione (5) reacts chemoselectively with hydrazines to give the 5-pyrazolylacetates (3) as the only reaction products.File in questo prodotto:
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