31879-39-7

Upstream product

• 87613-29-4 (Z)-3-benzoyl-5-phenylisoxazole phenylhydrazone 
• 87613-30-7 (E)-3-benzoyl-5-phenylisoxazole phenylhydrazone 
• 112981-62-1 C₂₂H₁₆⁽²⁾HN₃O 
• 3672-49-9 phenyl(5-phenyl-1,2-oxazol-3-yl)methanone 
• 618-40-6 1-Methyl-1-phenylhydrazine 
• 87613-31-8 N-Methyl-N-phenyl-N'-[1-phenyl-1-(5-phenyl-isoxazol-3-yl)-meth-(E)-ylidene]-hydrazine 

Downstream Products

• 87613-32-9 1-methyl-2-phenyl-3-(2,5-diphenyl-1,2,3-triazol-4-yl)indole 

Relevant academic research and scientific papers

Copper(II)-catalyzed Molecular Rearrangements: the Behaviour of Arylhydrazones of some 3-Benzoylazoles in the Presence of Copper(II) Acetate

The reactivity of arylhydrazones of some 3-benzoylazoles (1,2,4-oxadiazole, isoxazole and 1,2,5-oxadiazole) induced by copper(II) catalysis has been investigated.In the 1,2,4-oxadiazole and isoxazole systems, copper(II) acetate monohydrate in methanol effectively induces molecular rearrangements of the arylhydrazones into the corresponding 1,2,3-triazoles, that is, without competitive oxidation processes.In the 1,2,5-oxadiazole series, no ring transformation occurs by the action of the same salt, the expected rearrangement into triazole oximes being achieved rather with sodium ethoxide in ethanol.

Mononuclear Heterocyclic Rearrangements. Part 15. Kinetic Study of the Amine-catalysed Rearrangement of Some Z-Arylhydrazones of 3-Benzoyl-5-phenylisoxazole into 2-Aryl-4-phenacyl-5-phenyl-1,2,3-triazoles in Acetonitrile and in Benzene

The kinetics of the title reaction have been measured in the presence of n-butylamine, piperidine, triethylamine, and diazabicyclooctane (DABCO).The reaction has also been studied in the presence of pairs of amines in benzene.The results confirmed the lower reactivity of isoxazole derivatives with respest to 1,2,4-oxadiazole derivatives (rate ratios ca.E-3).The kinetic laws observed are accounted for by the 'catalysis of catalysis' mechanism.

Mononuclear Heterocyclic Rearrangements. Part 14. Rearrangement of Some Z-Arylhydrazones of 3-Benzoyl-5-phenylisoxazole to 2-Aryl-4-phenacyl-1,2,3-triazoles in Dioxane-Water

The kinetics of the title reaction have been measured at various pS+ values.The results show the occurrence of general base catalysis and furnish information about substituent effects on the studied reaction.A reaction mechanism analogous to that proposed for the rearrangement of the arylhydrazones of 3-benzoyl-5-phenyl-1,2,4-oxadiazole is suggested.The reactivity of isoxazole derivatives is much lower than that of 1,2,4-oxadiazole derivatives.

Heterocyclic Rearrangements. Phenylhydrazones and N-Methyl-N-phenylhydrazones of 3-Acylisoxazoles

The reaction of 3-benzoyl-5-phenylisoxazole (4) and 3-acetyl-5-methylisoxazole (5) with phenylhydrazine and N-methyl-N-phenylhydrazine has been investigated and the reactivity of (E)- and (Z)-phenylhydrazones and N-methyl-N-phenylhydrazones has been studied.