22293-10-3

Upstream product

• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 
• 63269-86-3 3-methyl-3-phenyl-3H-diazirine 
• 13466-30-3 (1-phenylethylidene)hydrazine 
• 74097-41-9 trans-3,5-dihydro-3,5-dimethyl-3,5-diphenyl-4H-pyrazol-4-one 
• 74097-76-0 trans-4,5-dihydro-3,5-dimethyl-3,5-diphenyl-3H-pyrazol-4-ol 
• 98-86-2 acetophenone 
• 25939-01-9 p-toluoyl chloride phenylhydrazone 
• 13466-30-3 1-(2-methylphenyl)hydrazonoethane 
• 76886-55-0 Acetophenone 2,4,6-triisopropylbenzenesulphonyl hydrazone 

Downstream Products

• 113569-42-9 3-methyl-3-phenyl-spiro[thiirane-2,9'-xanthene] 
• 19199-80-5 nitro-(1-phenyl-ethyl)-amine 
• 117986-25-1 2,2-bis-(4-dimethylamino-phenyl)-3-methyl-3-phenyl-thiirane 
• 23263-90-3 4-methyl-4-phenyl-6-thia-2,3-diaza-bicyclo[3.2.0]hept-2-ene 6,6-dioxide 
• 21418-23-5 2-1-phenyl ethylidene-hydrazono-3-methyl-2,3-dihydrobenzothiazole 
• 58796-22-8 N-t-Butyl-α-phenyl-α-methylnitron 
• 40474-22-4 c-2-Methyl-t-2-phenyl-r-1-cyclopropancarbonsaeure-methylester 
• 118658-09-6 (3S,3aR,6aS)-6a-Chloro-3-methyl-3-phenyl-3a,6a-dihydro-3H-furo[3,4-c]pyrazole-4,6-dione 
• 107174-97-0 1-Methoxy-3,5-diphenyl-1-(1-phenyl-ethyl)-1λ⁵-phosphinine 
• 4316-35-2 acetophenone dimethyl acetal 
• 4640-41-9 2,3-dichloro-5,6-dicyanohydroquinone 
• 134142-26-0 3,7-dimethyl-3-phenyl-3H-pyrazolo<3.4-d>pyridazin-4(5H)-one 
• 132846-47-0 6-Chloro-9-methyl-9-phenyl-9H-pyrazolo<4,3-d>-s-triazolo<4,3-b>pyridazine 
• 132846-43-6 6-Chloro-9-methyl-9-phenyl-6a,9a-dihydro-9H-pyrazolo<4,3-d>-s-triazolo<4,3-b>pyridazine 

Relevant academic research and scientific papers

Conversions of hydrazones to diazo compounds by n-butyllithium and azidotris(diethylamino)phosphonium bromide

Lithium hydrazonides, prepared by reactions of hydrazones with n-BuLi/hexane in THF at -78°C, are converted by azidotris(diethylamino)phosphonium bromide in THF at ～0°C efficiently, rapidly, and safely to their corresponding diazo compounds along with tri

A Novel Synthesis of Arylsulfonyl Hydrazine Derivatives Via the Reaction of Arylsulfonyl Hydrazone Salts and Hydrazonoyl Chlorides

An efficient method for the synthesis of arylsulfonyl hydrazines and diazo compounds via arylsulfonyl hydrazone salts is described. The reaction was performed in DMF using hydrazonoyl chlorides and sodium arylsulfonyl hydrazones, which were easily prepare

alpha-aryl or alkyl substituted borane adduct, preparation method and applications thereof

The invention relates to an alpha-aryl or alkyl substituted borane adduct, a preparation method and applications thereof, specifically to preparation of an alpha-aryl or alkyl substituted borane adduct by carrying out a reaction on hydrazone as an unstabl

Umpolung-like Cross-coupling of Tosylhydrazones with 4-Hydroxy-2-pyridones under Palladium Catalysis

Tosylhydrazones under palladium catalysis were found to perform cross-coupling reactions with 4-hydroxy-2-pyridones. The umpolung-like reactivity, between the α-carbon of tosylhydrazone and the 3-position of the heterocycle, which is observed in the obtai

Safe and Facile Access to Nonstabilized Diazoalkanes Using Continuous Flow Technology

Despite the high synthetic potential of nonstabilized diazo compounds, their utilization has always been hampered by stability, toxicity, and safety issues. The present method opens up access to the most reactive nonstabilized diazoalkanes. Among diazo compounds, nonstabilized alkyl diazo compounds are the least represented because of their propensity to degrade during preparation. The continuous flow oxidation process of hydrazones on a silver oxide column afforded an output stream of base- and metal-free pure diazo solution in dichloromethane. Starting from innocuous ketones and aldehydes, this methodology allows the production of a broad range of unprecedented diazoalkanes compounds in excellent yields, while highlighting their synthetic potential and the possibility of safe large-scale diazo production.

Copper-Catalyzed Formal Carbene Migratory Insertion into Internal Olefinic C=C Bonds with N-Tosylhydrazones to Access Iminofuran and 2(3H)-Furanone Derivatives

Efficient copper-catalyzed formal carbene migratory insertion into the olefinic C=C bonds of internal olefins, that is, α-oxo ketene N,S-acetals, has been achieved by means of N-tosylhydrazones of ketones as the carbene precursors. Iminofuran derivatives

Fluorogenic Strain-Promoted Alkyne-Diazo Cycloadditions

Fluorogenic reactions, in which non- or weakly fluorescent reagents produce highly fluorescent products, are attractive for detecting a broad range of compounds in the fields of bioconjugation and material sciences. Herein, we report that a dibenzocyclooctyne derivative modified with a cyclopropenone moiety (Fl-DIBO) can undergo fast strain-promoted cycloaddition reactions under catalyst-free conditions with azides, nitrones, nitrile oxides, as well as mono- and disubstituted diazo-derivatives. Although the reaction with nitrile oxides, nitrones, and disubstituted diazo compounds gave cycloadducts with low quantum yield, monosubstituted diazo reagents produced 1H-pyrazole derivatives that exhibited an approximately 160-fold fluorescence enhancement over Fl-DIBO combined with a greater than 10 000-fold increase in brightness. Concluding from quantum chemical calculations, fluorescence quenching of 3H-pyrazoles, which are formed by reaction with disubstituted diazo-derivatives, is likely due to the presence of energetically low-lying (n,π?) states. The fluorogenic probe Fl-DIBO was successfully employed for the labeling of diazo-tagged proteins without detectable background signal. Diazo-derivatives are emerging as attractive reporters for the labeling of biomolecules, and the studies presented herein demonstrate that Fl-DIBO can be employed for visualizing such biomolecules without the need for probe washout.

Cyclopropanation using flow-generated diazo compounds

We have devised a room temperature process for the cyclopropanation of electron-poor olefins using unstabilised diazo compounds, generated under continuous flow conditions. This protocol was applied to a wide range of different diazo species to generate f

Straightforward reductive esterification of carbonyl compounds with carboxylic acids through tosylhydrazone intermediates

The reaction of carboxylic acids with tosylhydrazones in basic media gives rise to the corresponding esters through an O-H insertion reaction in the in situ generated diazo compound. The process is operationally very simple, catalyst free, and very general with regard to the structure of both coupling partners. In particular, the esterification can be accomplished by employing tosylhydrazones derived from enolizable carbonyl compounds. Considering the ready availability of tosylhydrazones from carbonyl compounds, this reaction can be visualized as a reductive esterification of carbonyl compounds.

First direct detection of 2,3-dimethyl-2,3-diphenylcyclopropanone

(Chemical Equation Presented) 3,5-Dihydro-3,5-dialkyl-3,5-diaryl-4H- pyrazol-4-ones stimulate interest as potential precursors for 2,3-diarylcyclopropanones. Photoreactions of trans-3,5-dihydro-3,5-dimethyl-3,5- diphenyl-4H-pyrazol-4-one were studied by c