87562-51-4

Upstream product

• 78-82-0 Isobutyronitrile 
• 637-59-2 1-Bromo-3-phenylpropane 
• 181717-14-6 3-(2-iodophenyl)propyl methanesulfonate 
• 181717-12-4 2-(o-iodophenyl)ethyl methanesulfonate 
• 115860-48-5 1-iodo-3-(2-iodophenyl)propane 
• 96606-95-0 3-(2-iodophenyl)propanoic acid 
• 18698-96-9 o-iodophenylacetic acid 
• 26059-41-6 3-(2-iodophenyl)-1-propanol 
• 128823-38-1 3-(2-iodophenyl)propanenitrile 
• 26059-40-5 2-(2-iodophenyl)ethan-1-ol 
• 495414-08-9 5-(2-iodophenyl)-2,2-dimethylpentanenitrile 

Downstream Products

• 1379004-80-4 2,2-dimethyl-5-phenylpentanal 
• 1206670-48-5 2-benzyl-4,4-dimethyl-1-(4-methylbenzenesulfonyl)pyrrolidine 

Relevant academic research and scientific papers

Controlled Reduction of Nitriles by Sodium Hydride and Zinc Chloride

A new protocol for the controlled reduction of nitriles to aldehydes was developed using a combination of sodium hydride and zinc chloride. The iminyl zinc intermediates derived from aromatic nitriles could be further functionalized with allylmetal nucleophiles to afford homoallylamines. As the method allows the reduction of various aliphatic and aromatic nitriles with a concise procedure under milder reaction conditions and exhibits wide functional group compatibility, it is well suited for use in various opportunities in chemical synthesis.

Anodic benzylic C(sp3)-H amination: Unified access to pyrrolidines and piperidines

An electrochemical aliphatic C-H amination strategy was developed to access the important heterocyclic motifs of pyrrolidines and piperidines within a uniform reaction protocol. The mechanism of this unprecedented C-H amination strategy involves anodic C-H activation to generate a benzylic cation, which is efficiently trapped by a nitrogen nucleophile. The applicability of the process is demonstrated for 40 examples comprising both 5- and 6-membered ring formations.

An Iodine-Catalyzed Hofmann-L?ffler Reaction

Iodine reagents have been identified as economically and ecologically benign alternatives to transition metals, although their application as molecular catalysts in challenging C-H oxidation reactions has remained elusive. An attractive iodine oxidation catalysis is now shown to promote the convenient conversion of carbon-hydrogen bonds into carbon-nitrogen bonds with unprecedented complete selectivity. The reaction proceeds by two interlocked catalytic cycles comprising a radical chain reaction, which is initiated by visible light as energy source. This unorthodox synthetic strategy for the direct oxidative amination of alkyl groups has no biosynthetic precedence and provides an efficient and straightforward access to a general class of saturated nitrogenated heterocycles.

Carbopalladation of nitriles: Synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles and related compounds

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)-propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups. This methodology has been extended to the synthesis of tetralones and cyclopentenones.

Quaternary ammonium antiarrhythmic drugs

Quaternary ammonium salts of certain phenylbutylamines are useful antiarrhythmic drugs. A method for treating arrhythmia and prolonging the action potential of cardiac tissue is provided. Pharmaceutical formulations containing such quaternary ammonium salts are disclosed.