16602-83-8Relevant academic research and scientific papers
N-Alkenyl-3,5-Pyrazolidinediones from Ketone Hydrazones, PCl3 and Malonic acid.
Baccolini, Graziano,Gianelli, Michele
, p. 9487 - 9492 (2007/10/02)
The title compounds 3, a new series of 3,5-pyrazolidinediones, have been synthesized at room temperature by a one-pot reaction between ketone hydrazone 1, PCl3 and malonic acid.Changing the order of addition of reagents, or their simultaneous addition, gave identical results.In all the procedures the yields are good and in the cases a,b,c and g the E-alkenyl isomer was obtained as the exclusive isomer.A dual mechanism which depends on the order of addition of the reactants is hypothesised.
Synthesis of 2-Alkenylpyrazol-3(2H)-one Derivatives Under Mild Conditions
Baccolini, Graziano,Evangelisti, Daniele,Rizzoli, Corrado,Sgarabotto, Paolo
, p. 1729 - 1734 (2007/10/02)
The title compounds have been synthesized by a one-pot two-stage reaction of PCl3, ketone methylhydrazones and methyl acetoacetate.Both stages were carried out at room temperature and the corresponding 2-alkenyl-1,5-dimethylpyrazol-3(2H)-ones 5, which are an unknown series of pyrazolones, were obtained in good yields.Use of a variety of enolizable ketones has shown that the reaction always occurs with the predominance of the (E)-isomer.X-Ray structure determinations of an (E)- and a (Z)-derivative permitted the assignment of their structures.The aromaticity of these derivatives is discussed.
