- Study of the Reaction of 2-(1-Alkoxyalkylidene)-1,3-dicarbonyl Compounds with Hydrazines
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13C NMR study has shown that the only site of primary attack by hydrazines on alkyl 3-oxobutanoates containing an alkoxymethylene or 1-alkoxyethylidene group in position 2 is the ethylenic carbon atom and that the corresponding enehydrazine is the only observable intermediate product. According to quantum-chemical calculations of the electronic structure of the substrates, the reaction is orbital-controlled.
- Emelina,Iz''yurov,Ermakov,Ershov
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p. 430 - 434
(2007/10/03)
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- Study of the reaction of 2-acyl 1,3-dicarbonyl compounds with hydrazines by 1H NMR spectroscopy
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The reaction of 2-acyl 1,3-dicarbonyl compounds with hydrazine and phenylhydrazine was studied by 1H NMR spectroscopy.It was shown that the formation of functionally 4-substituted pyrazoles is promoted if the reaction is conducted in protic solvents at reduced temperature.The presence of the benzoyl groups in the 2-acyl 1,3-dicarbonyl compounds leads to the preferential formation of the cleavage products, i.e., the corresponding acylhydrazines and 1,3-dicarbonyl compounds.It was established that the initial reaction product is consumed in two directions, i.e., cyclization with the formation of functionally 4-substituted pyyrazoles and cleavage with the formation of acetylhydrazines and the corresponding 1,3-dicarbonyl compounds.
- Emelina, E. E.,Ershov, B. A.,Zelenin, A. K.,Selivanov, S. I.
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p. 1630 - 1636
(2007/10/03)
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