89074-29-3Relevant academic research and scientific papers
Highly regioselective and practical synthesis of 1-acyl-5- hydroxypyrazolines and 1-acyl pyrazoles from 1,2-allenic ketones and hydrazides
Guo, Shenghai,Wang, Jiliang,Guo, Dongqiang,Zhang, Xinying,Fan, Xuesen
experimental part, p. 7768 - 7774 (2012/09/21)
A mild and highly regioselective synthesis of 1-acyl-5-hydroxypyrazolines has been achieved through the condensation of 1,2-allenic ketones with hydrazides in the absence of any catalyst. Moreover, the obtained 1-acyl-5-hydroxypyrazolines can be easily tr
Reactions of β-aminoenones with acetylhydrazine, semicarbazide and methoxycarbonylhydrazine. Synthesis of 1-acetyl-, 1-carboxamide- or methyl 1- carboxylated pyrazole derivatives
Alberola, Angel,Calvo, Luis,Ortega, Alfonso Gonzalez,Sadaba, M. Luisa,Sanudo, M. Carmen,Granda, Santiago Garcia,Rodriguez, Elena Garcia
, p. 2675 - 2686 (2007/10/03)
Acetylhydrazine, semicarbazide and methoxycarbonylhydrazine react with β-aminoenones to give regioselectively the corresponding N-acetyl- or N- carboxypyrazole derivatives. The reaction are highly regioselective and occurs via 5-hydroxypyrazolines which in several case can be isolated and characterized.
TAUTOMERISM IN THE SERIES OF BENZOYLACETONE AND BENZOYLACETALDEHYDE ACYLHYDRAZONES
Yakimovich, S. I.,Nikolaev, V. N.,Kutsenko, E. Yu.
, p. 2037 - 2043 (2007/10/02)
By PMR spectroscopy it was shown that the acylhydrazones of benzoylacetone exist in the cyclic 5-hydroxypyrazoline form in solutions in deuterochloroform and as a mixture of the enehydrazine and 5-hydroxypyrazoline forms in solutions in DMSO-d6.In solutions in DMSO-d6 the acylhydrazones of benzoylacetaldehyde mostly represent tautomeric mixtures of the hydrazone, enehydrazine, and cyclic 5-hydroxypyrazoline forms.In both series of compounds increase in the volume of the substituent in the acyl part shifts the tautomeric equilibrium toward the enehydrazine form.
