133430-87-2

Upstream product

• 93-55-0 1-phenyl-propan-1-one 
• 60-34-4 methylhydrazine 

Downstream Products

• 133430-91-8 1,5-dimethyl-2-(1-phenylprop-1-enyl)pyrazol-3(2H)-one 
• 133430-89-4 1,5-dimethyl-2-(1-phenylprop-1-enyl)pyrazol-3(2H)-one 
• 135676-66-3 C₂₃H₂₄N₄ 
• 85302-22-3 (1-methyl-3-phenyl-1H-pyrazol-4-yl)phenylmethanone 
• 135676-67-4 C₁₉H₂₂N₄O 

Relevant academic research and scientific papers

Synthesis of 4-Acylpyrazoles from Saturated Ketones and Hydrazones Featured with Multiple C(sp3)-H Bond Functionalization and C-C Bond Cleavage and Reorganization

In this paper, an efficient and convenient one-pot synthesis of diversely substituted 4-acylpyrazole derivatives via copper-catalyzed one-pot cascade reactions of saturated ketones with hydrazones is reported. Mechanistically, the formation of the title compounds involves the in situ formation of an enone intermediate through the dehydrogenation of a saturated ketone and the [2 + 3] cyclization of the enone with hydrazone followed by an aromatization-driven C-C bond cleavage and reorganization. To our knowledge, this is the first example in which the biologically and pharmaceutically important yet otherwise difficult-to-obtain 4-acylpyrazole derivatives are directly prepared from saturated ketones and hydrazones featured with multiple aliphatic C-H bond functionalization and C-C bond cleavage and reorganization. Compared with literature methods, this novel process has advantages such as simple and economical starting materials, a sustainable oxidant, excellent regioselectivity, and good efficiency.

N-Alkenyl-3,5-Pyrazolidinediones from Ketone Hydrazones, PCl3 and Malonic acid.

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

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.