79430-98-1

Upstream product

• 372-09-8 cyanoacetic acid 
• 105-07-7 4-cyanobenzaldehyde 
• 129243-01-2 (tert-Butyl-dimethyl-silanyl)-chloro-acetonitrile 
• 1126-27-8 1-cyclopropyl-4-benzonitrile 

Downstream Products

• 18176-72-2 3-(4'-cyanophenyl)propanenitrile 
• 27519-25-1 trans-3-(4-cyanophenyl)acrylonitrile 
• 67146-57-0 1,1'-dibenzyl-1,4,1',4'-tetrahydro-[4,4']bipyridinyl-3,3'-dicarboxylic acid diamide 

Relevant academic research and scientific papers

4,5-dihydroisoxazoles from arylcyclopropanes: II. Reaction of arylcyclopropanes with nitrosyl chloride activated by sulfur(VI) oxide

Arylcyclopropanes react with nitrosyl chloride activated by sulfur(VI) oxide to give the corresponding 5-aryl-4,5-dihydro-1,2-oxazoles in quantitative yields. The complex NOC1?2SO3 is a highly efficient nitrosating agent which makes it possible to involve in the process arylcyclopropanes having both donor and acceptor substituents in the aromatic ring. Nauka/Interperiodica 2007.

2-Isoxazolines from arylcyclopropanes: I. Monoarylcyclopropanes in a reaction with nitrosyl chloride activated by sulfur(IV) oxide

A reaction of monoarylcyclopropanes with nitrosyl chloride activated by sulfur (IV) oxide gave in good yields 5-arylisoxazolines. The reaction is of electrophilic character. A scheme of the reaction was suggested. Pleiades Publishing, Inc. 2006.

A stereoselective synthesis of cis-alkenenitriles through reformatsky-Peterson reaction

A new procedure for the preparation of alkenenitriles from trimethylsilylchloroacetonitrile and carbonyl compounds promoted by zinc is described.

Redox-Photosensitized Reactions. 11. Ru(bpy)32+-Photosensitized Reactions of 1-Benzyl-1,4-dihydronicotinamide with Aryl-Substituted Enones, Derivatives of Methyl Cinnamate, and Substituted Cinnamonitriles: Electron-Transfer Mechanism and Structure-Reactivity Relationship

Reactions of 1-benzyl-1,4-dihydronicotinamide (BNAH) with aryl-substituted enones and derivatives of methyl cinnamate and cinnamonitrile (1a-u) are photosensitized by Ru(bpy)32+ (bpy = 2,2'-bipyridine).The reduction of carbon-carbon double bonds commonly requires the substitution of either an electron-withdrawing aryl group or two phenyl groups at the β-carbon atom of 1.With enones which possess one aryl substituent with no extra electron-withdrawing group at the β position, the photosensitized reactions result in no two-electron reductions but give 1:1 adducts (4d-h) along with half-reduced dimers of olefins (3d and 3g) and a half-oxidized dimer of BNAH (5).The observed results can be easily interpreted by assuming the intervention of 1-benzyl-3-carbamoyl-1,4-dihydropyridin-4-yl radical (BNA.) and half-reduced species (.1-H) as key intermediates that are formed by mediated electron-proton transfer from BNAH to 1 in which Ru(bpy)32+ acts as a one-electron shuttle upon photoexcitation in the initial electron transfer.Whether BNA. undergoes electron transfer to or a radical-coupling reaction with .1-H depends on steric and electronic properties of .1-H which should be affected by the substituents at the radical center.Mechanistic implications for thermal reactions of NADH models with olefins in the dark are briefly discussed on the basis of these observations.

Transmiision of substituent effects through extended systems II. Substituted cis and trans cinnamonitriles

Infrared data and 13C chemical shifts are reported for a series of p-substituted cis and m-substituted trans cinnamonitriles.The i.r. values include intensities for the benzene, ethylene and cyanide vibrations which allow an estimation of resonance effect