42953-83-3

Upstream product

• 100-52-7 benzaldehyde 
• 42953-82-2 5,5-dimethylpyrazolidin-3-one 
• 75814-45-8 2-methoxy-4-methylpenta-1,3-diene 
• 638-10-8 ethyl 3-methylbut-2-enoate 

Downstream Products

• 42953-85-5 β-Benzylidenhydrazino-isovaleriansaeure 
• 141514-37-6 5,5-Dimethyl-1-(1-phenyl-3-butenyl)-3-pyrazolidinone 
• 141514-50-3 7-Chlorohexahydro-1,1-dimethyl-3-oxo-9-phenyl-1H,5H-pyrazolo<1,2-a><1,2>diazepine-5-carboxylic acid methyl ester 
• 141514-51-4 α-Acetoxy-5,5-dimethyl-3-oxo-1-(1-phenyl-3-butenyl)-3-pyrazolidineacetic acid methyl ester 
• 141514-49-0 7-Formyloxy-1,1-dimethyl-3-oxo-9-phenyl-hexahydro-pyrazolo[1,2-a][1,2]diazepine-5-carboxylic acid methyl ester 
• 1039170-09-6 (5S,6R)-6-(1-ethyl-5,5-dimethyl-3-oxopyrazolidine-2-carbonyl)-3,3-dimethyl-5-phenyl-tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one 
• 1039170-29-0 C₁₈H₂₁N₃O₄ 
• 1039170-07-4 (5S,6R)-6-(1-benzyl-5,5-dimethyl-3-oxopyrazolidine-2-carbonyl)-3,3-dimethyl-5-phenyl-tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one 
• 1039170-08-5 6-(1-benzyl-5,5-dimethyl-3-oxopyrazolidine-2-carbonyl)-3,3-dimethyl-5-phenyl-tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one 
• 1257296-57-3 1-(2,2,2-trifluoro-1-phenylethyl)-5,5-dimethylpyrazolidin-3-one 
• 1190863-98-9 1-((S)-2,2,2-trifluoro-1-phenylethyl)-5,5-dimethylpyrazolidin-3-one 
• 1152443-07-6 ethyl 6,7-dihydro-7,7-dimethyl-5-oxo-1-phenyl-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylate 
• 1152443-60-1 C₁₇H₁₉⁽²⁾HN₂O₃ 
• 1152443-09-8 6-isobutyryl-3,3-dimethyl-5-phenyl-2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one 

Relevant academic research and scientific papers

Visible-Light Driven Selective C-N Bond Scission in anti-Bimane-Like Derivatives

In the present study, we report the photochemical transformation of pyrazolo[1,2-a]pyrazolone substrates that reach an excited state upon irradiation with visible light to initiate the homolytic C-N bond cleavage process that yields the corresponding N1-s

Synthesis of functionalized pyrazole derivatives by regioselective [3+2] cycloadditions of N-Boc-α-amino acid-derived ynones

[3+2] cycloadditions of ynones derived from glycine and (S)-alanine and some other dipolarophiles with azomethine imines, nitrile oxides, diazoacetate, and azidoacetate were studied. The dipolarophiles were obtained from α-amino acids, either by the reduc

Copper-Catalyzed Sequential Azomethine Imine-Alkyne Cycloaddition and Umpolung Thiolation Reactions

Copper-catalyzed sequential 1,3-dipolar cycloadditions of azomethine imines and alkynes and electrophilic thiolations are described. The C?S, C?N, and C?C bonds were simultaneously formed in one pot, leading to N,N-bicyclic pyrazolidinones in good to exce

"Click" Chemistry: Application of Copper Metal in Cu-Catalyzed Azomethine Imine-Alkyne Cycloadditions

A series of 16 copper-catalyzed azomethine imine-alkyne cycloaddition (CuAIAC) reactions between four pyrazolidinone-1-azomethine imines and four terminal ynones gave the corresponding fluorescent cycloadducts as bimane analogues in very high yields. The applicability of CuAIAC was demonstrated by the fluorescent labeling of functionalized polystyrene and by using Cu-C and Cu-Fe as catalysts. Experimental evidence, kinetic measurements, and correlation between a clean catalyst surface and the reaction rate are in agreement with a homotopic catalytic system with catalytic CuI-acetylide formed from Cu0 by "in situ" oxidation. The availability of azomethine imines, mild reaction conditions, simple workup, and scalability make CuAIAC a viable supplement to the Cu-catalyzed azide-alkyne cycloaddition reaction in "click" chemistry.

Copper(I) acetate-catalyzed cycloaddition between azomethine imines and propiolates under additive-free conditions

Because propiolates easily undergo base-catalyzed self-Michael addition, most popular catalytic systems in CuAAC cannot be used in the cycloaddition between azomethine imines and propiolates, because such reactions usually require the use of tertiary amin

Copper(I) zeolites as heterogeneous and ligand-free catalysts: [3+2] cycloaddition of azomethine imines

Copper(I)-exchanged zeolites were used as heterogeneous ligand-free catalysts for [3+2] cycloaddition of azomethine ylides, which allows versatile, efficient, and highly regioselective synthesis of pyrazolone derivatives. These cheap and easy-to-prepare c

Copper(II)-catalyzed exo and enantioselective cycloadditions of azomethine imines

(Chemical Equation Presented) A strategy for exo and enantioselective 1,3-dipolar cycloaddition of azomethine imines to 2-acryloyl-3-pyrazolidinone is described. The corresponding cycloadducts are isolated with high diastereoselectivities (up to > 96:4 ex

Synthesis of bicyclic 3-pyrazolidinones via ?-cyclization reactions of exocyclic N-acylhydrazonium ions

The preparation of several a-fused 3-pyrazolidinones is described starting from 5,5-dimethyl-3-pyrazolidinone and using an acid-induced cyclization of a ?-nucleophile tethered to N-1 onto a cationic carbon bonded to N-2 (an exocyclic N-acylhydrazonium intermediate).The cyclization reactions proceed best with activated ?-nucleophiles such as allyl- and propargylsilanes.In the case of an ester substituent at the cationic carbon, structural analogues of antibacterial bicyclic pyrazolidinones are obtained.The stereochemistry of one product is established by X-ray crystallographic analysis.Two cyclization products showed NMR spectra with very broad signals due to relatively high nitrogen-inversion barriers (ca. 13 kcal/mole).

PREPARATION OF CYCLIC α-HYDRAZINO ACIDS THROUGH N-ACYLHYDRAZONIUM INTERMEDIATES

An efficient synthesis of bicyclic hydrazine derivatives (5a) and (5b) through the intermediacy of exocyclic hydrazonium ions (4a) and (4b) is described.