94360-52-8

Upstream product

• 2700-22-3 Benzylidenemalononitrile 
• 16883-69-5 N-phenacylpyridinium bromide 
• 94360-09-5 3-benzoyl-1-bromo-2-phenyl-1,1-dicyanopropane 
• 1885-22-9 bromomalononitrile 
• 94-41-7 benzalacetophenone 
• 62940-90-3 2-(3-oxo-1,3-diphenylpropyl)malononitrile 
• 2648-61-5 2,2-dichloroacetophenone 
• 109-77-3 malononitrile 
• 24959-22-6 (±)-2-benzoyl-3-phenylcyclopropane-1,1-dicarbonitrile 
• 70-11-1 α-bromoacetophenone 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 100-52-7 benzaldehyde 
• 112537-86-7 N-phenacylpyridinium tosylate 

Downstream Products

• 104230-12-8 trans-1,1-dicyano-4-phenoxy-4-phenylbuta-1,3-diene 
• 104230-11-7 cis-1,1-dicyano-4-phenoxy-4-phenylbuta-1,3-diene 
• 24959-22-6 cis-2-phenyl-3-benzoyl-1,1-cyclopropanedicarbonitrile 
• 1145-01-3 3,5-Diphenylpyrazole 
• 1403356-86-4 C₂₅H₁₉N₃O 
• 56162-63-1 2-oxo-6-phenyl-1,2-dihydropyridine-3-carboxylic acid 

Relevant academic research and scientific papers

Ultrasound-assisted 1,3-dipolar cycloaddition and cyclopropanation reactions for the synthesis of bis-indolizine and bis-cyclopropane derivatives

Ultrasound irradiation can promote the 1,3-dipolar cycloaddition reaction of 2-chloropyridinium ylides with 2-benzylidenemalononitrile or 2,2′-(1,4-phenylenebis(methanylylidene))dimalononitrile, to afford the indolizine and bis-indolizine derivatives resp

Facile synthesis of polysubstituted cyclopropanes using α-tosyloxyketones

A facile synthesis of polysubstituted cyclopropanes (5) by the treatment of pyridinium ylides, generated in situ from pyridinium toslyates (2), with arylidenemalonitrile (4) is presented. Pyridinium toslyates (2) were obtained by reacting α-tosyloxyketone

Hypoiodite-mediated catalytic cyclopropanation of alkenes with malononitrile

An efficient synthetic procedure for di-cyano-cyclopropanation of alkenes using catalytic amounts of molecular iodine as a precatalyst and tert-butyl hydroperoxide (TBHP) as a terminal oxidant under mild conditions has been developed. This catalytic reaction works especially well for the aryl-substituted double bond affording products of cyclopropanation in high yields. A catalytic cycle based on the generated in situ hypoiodite species has been proposed,.

Hypervalent iodine(iii)-mediated cyclopropa(e)nation of alkenes/alkynes under mild conditions

Hypervalent iodine(iii)-mediated dioxygenation and diamination of alkenes have been previously developed. In this study, the potential application of hypervalent iodine(iii) reagent was successfully extended to the dialkylation and cyclopropa(e)nation of

Hypoiodite-mediated cyclopropanation of alkenes

An efficient, transition metal-free procedure for the cyclopropanation of alkenes using malononitrile and the LiI-tBuOCl combination under mild reaction conditions is described. The reaction mechanism most likely involves tBuOI generated in situ from LiI and tBuOCl. The utility of this new methodology has been demonstrated by the synthesis of a potential HIV-1 RT inhibitor. An efficient, transition-metal-free procedure for the cyclopropanation of alkenes using malononitrile and the LiI/tBuOCl combination under mild reaction conditions is described. The reaction mechanism most likely involves tBuOI generated in situ from LiI and tBuOCl. The utility of this new methodology has been demonstrated by the synthesis of a potential HIV-1 RT inhibitor (see scheme).

Indium(I) bromide-promoted stereoselective preparation of cyclopropanes via sequential aldol-type coupling/elimination/Michael-induced ring closure reaction from α,α-dichloroacetophenone and aldehydes

The indium enolate generated from indium(I) bromide and α,α-dichloroacetophenone reacts with aldehydes to produce (syn + anti)-2-chloro-3-hydroxy-propan-1-ones which can be converted to their trans-prop-2-en-1-ones derivatives upon reaction with an extra equivalent of InBr. The enones undergo Michael-induced ring closure reactions with an extra equivalent of the initial enolate to afford the corresponding cyclopropane derivatives, according to a sequenced reaction mechanism.

One-pot method for stereoselective cyclopropanation of electron-deficient olefins with methyl bromoacetate and phenacyl bromide in the presence of triphenylarsine

A triphenylarsine-catalyzed one-pot procedure for the preparation of cis-cyclopropanes with acyclic electron-deficient olefins with carbonyl-stabilized arsonium ylides formed from methyl bromoacetate or phenacyl bromide in the presence of NaHCO3/sub

AN UNUSUAL PHOTOCHEMICAL REARRANGEMENT; MECHANISTIC AND EXPLORATORY ORGANIC PHOTOCHEMISTRY

An unusual rearrangement of 1-benzoyl-2,2-dicyano-3-phenylcyclopropane is described and compared with the photochemistry of 1-benzoyl-2-phenylcyclopropane.Evidence is advanced for facile fission of the three-ring bond bearing benzoyl and cyano substituents.

CYCLIZATION OF NITRILES. IX. SYNTHESES BASED ON 2-ARYL-3-AROYL-1,1-DICYANOPROPANES

2-Aryl-3-aroyl-1,1-dicyanopropanes and 2-aryl-3-aroyl-1-bromo-1,1-dicyanopropanes were synthesized from chalcones and malononitrile and were converted into 4,6-diaryl-2-bromo-3-cyanopyridines and 3-cyano-2(1H)-pyridinethiones.The 2-aryl-3-aroyl-1-bromo-1,1-dicyanopropanes proved convenient intermediates for the production of the corresponding cyclopropanes and other compounds.By their reaction with urea a new method was developed for the production of substituted 3-cyano-2(1H)-pyridinethiones.The 2-bromo-3-cyanopyridines contain a mobile bromine atom readily exchanged for the various nucleophilic residues of alcohols and amines and for iodide, and cyano and thiocyanato groups.The 3-cyano-2(1H)-pyridinethiones were used in the synthesis of 3-aminothienopyridines through the isolated 2-Z-methylthio-3-cyanopyridines.