1235409-69-4

Upstream product

• 10273-90-2 2-phenyl-3-methylpyridine 
• 7321-55-3 2,2-dimethylmalononitrile 
• 94-05-3 ethyl (ethoxymethylene)cyanoacetate 
• 75-05-8 acetonitrile 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 68-12-2 N,N-dimethyl-formamide 

Relevant academic research and scientific papers

Ni-Catalyzed C-H Cyanation of (Hetero)arenes with 2-Cyanoisothiazolidine 1,1-Dioxide as a Cyanation Reagent

A nickel-catalyzed C-H cyanation reaction of arenes has been developed using 2-cyanoisothiazolidine 1,1-dioxide as an electrophilic cyanation reagent. Many different directing groups can be used in this cyanation to obtain a series of cyanation products with good yields. Adopting this strategy to introduce a cyano group, natural alkaloid menisporphine was successfully synthesized through cyano group conversion that further proved the practicality of this cyanation method.

Rhodium(iii)-catalyzed aromatic C-H cyanation with dimethylmalononitrile as a cyanating agent

A rhodium-catalyzed aromatic C-H bond direct cyanation with safe, bench-stable, and commercially available dimethylmalononitrile as the cyanating agent has been successfully developed by using copper oxide as a promotor. Pyridine, quinoline, pyrimidine and pyrazole were used as the directing group in this type of C-H bond direct cyanation reaction.

Synthetic method of arylnitrile compounds

The invention belongs to the technical field of synthesis of medical and chemical engineering intermediates, and provides a synthetic method of arylnitrile compounds. A series of the arylnitrile compounds are synthesized through a heating reaction of a 2-phenylpyridine derivative and N-cyan-N-p-methoxyphenyl-p-benzenesulfonamide in a solvent with a manganese salt as a catalyst. The arylnitrile compounds are an important composition part of many drugs and bioactive molecules, have important applications in the fields of organic synthesis and medicinal chemistry, and have a broad market prospect. The method has the advantages of simple steps, easily obtained raw materials, mild reaction conditions, great use values and great social and economic benefits.

Copper-mediated C-H cyanation of (hetero)arenes with ethyl (ethoxymethylene)cyanoacetate as a cyanating agent

A copper-mediated direct C-H cyanation of (hetero)arenes with ethyl (ethoxymethylene)cyanoacetate as a safe cyanating agent has been successfully developed by using molecular oxygen as the oxidant. The reaction tolerates a variety of functional groups and provides a facile and efficient method for the synthesis of a wide range of (hetero)aryl nitriles.

Copper-catalyzed aromatic C-H bond cyanation by C-CN bond cleavage of inert acetonitrile

Cut and paste! A Cu-catalyzed aromatic C-H cyanation with acetonitrile as the nitrile source by C-CN cleavage has been developed (see scheme; TMEDA=N,N,N′,N′-tetramethylethylenediamine). The reaction is catalytic in copper, and it is found that using (Me

Rhodium catalyzed cyanation of chelation assisted C-H bonds

A rhodium-catalyzed cyanation of chelation assisted C-H bonds is described employing N-cyano-N-phenyl-p-methylbenzenesulfonamide as an efficient cyanating reagent. The present method allowed the synthesis of various benzonitirle derivatives in good to excellent yield. A number of chelating groups are also effective in the present cyanation of C-H bonds. In addition, the developed methodology was applied in the formal synthesis of the isoquinoline alkaloid, menisporphine.

Copper-mediated selective cyanation of indoles and 2-phenylpyridines with ammonium iodide and DMF

Copper-mediated regioselective cyanation of indoles and 2-phenylpyridines was developed by using ammonium iodide and DMF as the combined source of a cyano unit under Pd-free conditions. Mechanistic studies indicate that the reaction of indoles proceeds through a two-step sequence: electrophilic initial iodination and then cyanation. The cyanation has a broad substrate scope, high functional group tolerance, and excellent regioselectivity.

A new combined source of "cN" from N, N -dimethylformamide and ammonia in the palladium-catalyzed cyanation of aryl C-H bonds

An unprecedented protocol for cyanation at arene C-H bonds has been developed by employing N,N-dimethylformamide and ammonia as a combined source for the cyano "CN" unit. Isotopic incorporation experiments revealed that the carbon and nitrogen of the "CN" originate from the N,N-dimethyl moiety of DMF and ammonia, respectively. The present cyanation reaction shows an excellent degree of regioselectivity, producing only monosubstituted nitriles at the less hindered C-H position, and it allows for the preparation of doubly labeled nitrile compounds for the first time.