107590-53-4

Upstream product

• 5801-17-2 1-bromo-3-phenylbutane 
• 151-50-8 potassium cyanide 
• 100-41-4 ethylbenzene 
• 107-13-1 acrylonitrile 
• 6280-87-1 δ-chlorovaleronitrile 
• 71-43-2 benzene 
• 98-85-1 1-Phenylethanol 
• 98-86-2 acetophenone 
• 75-05-8 acetonitrile 
• 98-83-9 isopropenylbenzene 
• 34713-70-7 2-Phenylpropanal 
• 105-56-6 ethyl 2-cyanoacetate 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 16433-43-5 4-phenyl-1-pentanoic acid 
• 118787-13-6 2-methyl-4-phenylpentanenitrile 
• 28591-12-0 (R,S)-4-phenylvaleryl chloride 

Relevant academic research and scientific papers

C(sp3)-H bond functionalization with styrenesviahydrogen-atom transfer to an aqueous hydroxyl radical under photocatalysis

The redox-neutral addition of α-C-H bonds of acetonitrile and acetone to styrenes was enabledviathe hydrogen-atom transfer from relatively acidic and water-miscible C(sp3)-H bonds to an aqueous hydroxyl radical generated cleanly and iteratively

Synthesis of Nitriles from Aldehydes with Elongation of the Molecule with Two Carbon Atoms

A new protocol for the synthesis of nitriles from carbonyl compounds with elongation of the molecule with two carbon atoms was developed. It involves a reaction of ethyl cyanoacetate with different aldehydes in the presence of iron pentacarbonyl as a redu

Low-Valent Titanium-Mediated Radical Conjugate Addition Using Benzyl Alcohols as Benzyl Radical Sources

A concise method to directly generate benzyl radicals from benzyl alcohol derivatives has been developed. The simple and inexpensive combination of TiCl4(collidine) (collidine = 2,4,6-collidine) and manganese powder afforded a low-valent titanium reagent, which facilitated homolytic cleavage of benzylic C-OH bonds. The application to radical conjugate addition reactions demonstrated the broad scope of this method. The reaction of various benzyl alcohol derivatives with electron-deficient alkenes furnished the corresponding radical adducts.

Formal reductive addition of acetonitrile to aldehydes and ketones

An efficient and highly productive rhodium-catalyzed method for the synthesis of nitriles employing aldehydes or ketones, methyl cyanoacetate, water and carbon monoxide as starting materials has been developed. Simple rhodium chloride without any ligands can be used. The fine tuning of the substrate can lead to the activity higher than 5000 TON.

Reductive Transformations of Carbonyl Compounds Catalyzed by Rhodium Supported on a Carbon Matrix by using Carbon Monoxide as a Deoxygenative Agent

An efficient method for the rhodium on carbon matrix catalyzed preparation of secondary and tertiary amines, cyanoesters, and nitriles through the reductive amination/alkylation of carbonyl compounds was developed, including a convenient procedure for the tandem formal reductive addition of acetonitrile to aldehydes. The catalyst could be reused, and at least three consecutive reaction cycles were performed with comparable efficiency. The method was shown to be compatible with functional groups prone to reduction by hydrogen and complex hydrides. Beyond the matrix: An efficient method for the rhodium on carbon matrix catalyzed preparation of secondary and tertiary amines, cyanoesters, and nitriles through the reductive amination/alkylation of carbonyl compounds is developed, including a convenient procedure for the tandem formal reductive addition of acetonitrile to aldehydes. TON=turnover number.

Metalated Nitriles: Internal 1,3-asymmetric induction

Stereoselective alkylations of acyclic, metalated nitrites are intimately controlled by a remote stereocenter. Probing the optimal steric demand through alkylations with a series of substituted pentanenitriles reveal the fundamental requirements for 1,3-a

CYANOETHYLATION OF HYDROCARBONS, INITIATED BY AUTOOXIDATION

Oxygen was used as an initiator of the free-radical cyanoethylation of alkylbenzenes (toluene, o-, m-, and p-xylenes, mesitylene, ethylbenzene, p-cymene) and tetralin (0.25-0.66 liter of oxygen to 1 liter of the hydrocarbon) The reactions were carried out in an autoclave at 150-350 deg C with a carbon-acrylonitrile ratio of 100:1.The initiation evidently results mainly from homolytic dissociation of the hydroperoxide formed during the autooxidation of the hydrocarbons.The effectiveness of oxygen for the initiation of the cyanoethylation of hydrocarbons depends on the oxidizability of the hydrocarbons.