74764-51-5

Upstream product

• 1008-89-5 2-phenylpyridine 
• 372492-47-2 2-(o-deuteriophenyl)pyridine 
• 897440-10-7 1-iodo-2-pyridinylbenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 119072-55-8 tert-butylisonitrile 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 4387-36-4 2-iodobenzonitrile 
• 52770-24-8 pyridine-2-yl magnesium chloride 
• 63571-77-7 1,3-dioxoisoindoline-2-carbonitrile 
• 63571-78-8 1,3-dihydro-5-nitro-1,3-dioxo-2H-isoindole-2-carbonitrile 
• 135205-74-2 1,3-dihydro-1,3-dioxo-5-methyl-2H-isoindole-2-carbonitrile 
• 135205-66-2 N?cyanosuccinimide 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 16780-99-7 N-cyanopyrrolidone 

Relevant academic research and scientific papers

Cobalt-catalyzed C–H cyanations: Insights into the reaction mechanism and the role of London dispersion

Carboxylate-assisted cobalt(III)-catalyzed C–H cyanations are highly efficient processes for the synthesis of (hetero)aromatic nitriles. We have now analyzed the cyanation of differently substituted 2-phenylpyridines in detail computationally by density f

Copper-Mediated Direct Cyanation of Heteroarene and Arene C-H Bonds by the Combination of Ammonium and DMF

A copper-mediated cyanation of heteroarene and arene C-H bonds has been developed, where ammonium iodide and DMF served as a safe cyanating combination. This procedure shows a broad substrate scope, allowing the facile access of 2-cyano indole, 1-cyano ca

Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles

The design of new ligands for cross-coupling is essential for developing new catalytic reactions that access valuable products such as pharmaceuticals. In this report, we exploit the reactivity of nitrile-containing additives in Ni catalysis to design a benzonitrile-containing ligand for cross-coupling involving tertiary nucleophiles. Kinetic and Hammett studies are used to elucidate the role of the optimized ligand, which demonstrate that the benzonitrile moiety acts as an electron-acceptor to promote reductive elimination over β-hydride elimination and stabilize low-valent Ni. With these conditions, a protocol for decyanation-metalation and Ni-catalyzed arylation is conducted, enabling access to quaternary α-arylnitriles from disubstituted malononitriles.

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.

Aminoalkyl radicals as halogen-atom transfer agents for activation of alkyl and aryl halides

Organic halides are important building blocks in synthesis, but their use in (photo)redox chemistry is limited by their low reduction potentials. Halogen-atom transfer remains the most reliable approach to exploit these substrates in radical processes despite its requirement for hazardous reagents and initiators such as tributyltin hydride. In this study, we demonstrate that a-aminoalkyl radicals, easily accessible from simple amines, promote the homolytic activation of carbon-halogen bonds with a reactivity profile mirroring that of classical tin radicals. This strategy conveniently engages alkyl and aryl halides in a wide range of redox transformations to construct sp3-sp3, sp3-sp2, and sp2-sp2 carbon-carbon bonds under mild conditions with high chemoselectivity.

Cu(OAc)2-Mediated benzimidazole-directed C-H cyanation using 2-(4-methylpiperazin-1-yl)acetonitrile as the cyano source

A new protocol for the Cu(OAc)2-mediated cyanation of arenes using benzimidazole as the directing group with 2-(4-methylpiperazin-1-yl)acetonitrile as the cyano source was developed. A series of cyano derivatives were facilely and conveniently obtained in moderate to good yields by using this method. The C-H activation catalytic system was originally applied to the C(sp2)-H cyanation of the aryl/heteroaryl to synthesize 2-(1H-benzo[d]imidazol-2-yl)aryl nitriles. There were 19 new compounds in the synthesized 20 cyanide products. In this reaction, 2-(4-methylpiperazin-1-yl)acetonitrile as the cyano source was originally employed in the C(sp2)-H cyanation of the arenes. In addition, a fluorescent material 5a was obtained by derivative reactions of the obtained cyanide product 3.

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.

Rhodium-Catalyzed Direct C-H Bond Cyanation in Ionic Liquids

A Cp?Rh(III)/IL-based direct C-H bond cyanation system was developed for the first time. The system is a mild, efficient, and recyclable method for the synthesis of aryl nitriles. Many different directing groups can be used in this cyanation, and the reaction tolerates a variety of functional groups.

Efficient preparation of o-cyanation aromatic ring or unsaturated fat ring compound by transition-metal catalyzed C-H coupling reaction

The invention relates to a novel green synthesis method for efficiently preparing an o-cyanation aromatic ring or unsaturated fat ring compound on the basis of a transition-metal catalyzed C-H coupling reaction using N1,N3-di-substituted imidazole ionic l

Preparation method for aromatic nitrile compound

The invention belongs to the technical field of pharmaceutical and chemical intermediates and related chemistry, and provides a preparation method for an aromatic nitrile compound. Under the effect ofa metal catalyzer and additives, dimethylmalononitrile as a material reacts with a 2-phenylpyridine compound in an anhydrous organic solvent, so that the aromatic nitrile compound is obtained. The preparation method has the advantages of easiness in operation, mild conditions, environment-friendliness and possibility in realizing industrialization, and moreover, the aromatic nitrile compound canbe obtained at high yield; and the aromatic nitrile compound which is synthesized by utilizing the method can be further functionalized to obtain various compounds, and can be applied in the development and research of natural products, functional materials and fine chemicals.