78443-35-3

Usage

Uses

Used in Organic Synthesis:
3-[1,1'-biphenyl]-4-yl-3-oxopropanenitrile is used as a versatile building block in organic synthesis for its ability to undergo various chemical reactions. This allows for the creation of more complex organic molecules, which can be utilized in a wide range of applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 3-[1,1'-biphenyl]-4-yl-3-oxopropanenitrile is used as a key intermediate in the synthesis of pharmaceuticals. Its unique structure and reactivity contribute to the development of novel compounds with potential therapeutic applications.
Used in the Development of Novel Materials:
3-[1,1'-biphenyl]-4-yl-3-oxopropanenitrile is used as a component in the development of new materials, leveraging its biphenyl core and unique properties. This can lead to the creation of innovative materials with specific characteristics for various industries.
The specific uses and properties of 3-[1,1'-biphenyl]-4-yl-3-oxopropanenitrile would ultimately depend on its chemical and physical characteristics, as well as its interactions with other substances. Its potential applications in organic synthesis, medicinal chemistry, and material development highlight its versatility and importance in the field of chemistry.

InChI:InChI=1/C15H11NO/c16-11-10-15(17)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9H,10H2

Upstream product

• 151-50-8 potassium cyanide 
• 135-73-9 2-Bromo-4'-phenylacetophenone 
• 101335-77-7 N-methoxy-N-methyl-[1,1'-biphenyl]-4-carboxamide 
• 75-05-8 acetonitrile 
• 13138-21-1 diazoacetonitrile 
• 3218-36-8 4-Phenylbenzaldehyde 
• 60131-48-8 (E)-3-Biphenyl-4-yl-3-chloro-acrylonitrile 
• 5122-94-1 4-biphenylboronic acid 
• 109-77-3 malononitrile 
• 773837-37-9 sodium cyanide 
• 720-75-2 methyl 4-phenylbenzoate 
• 6301-56-0 ethyl 4-phenylbenzoate 
• 1116-98-9 cyanoacetic acid tert-butyl ester 
• 92-66-0 4-bromo-1,1'-biphenyl 

Downstream Products

• 78443-31-9 3,5-dicyano-3-cyanomethyl-2,4,6-tri(4-phenylphenyl)-2H-pyran 
• 90284-20-1 (Z)-2-(Biphenyl-4-carbonyl)-3-(4-fluoro-phenyl)-acrylonitrile 
• 88876-75-9 (Z)-2-(Biphenyl-4-carbonyl)-3-(4-chloro-phenyl)-acrylonitrile 
• 88876-76-0 (Z)-2-(Biphenyl-4-carbonyl)-3-(4-nitro-phenyl)-acrylonitrile 
• 90284-17-6 (Z)-2-(Biphenyl-4-carbonyl)-3-(4-ethoxy-phenyl)-acrylonitrile 
• 90284-23-4 N-[4-((Z)-3-Biphenyl-4-yl-2-cyano-3-oxo-propenyl)-phenyl]-acetamide 
• 88876-73-7 (Z)-2-(Biphenyl-4-carbonyl)-3-phenyl-acrylonitrile 
• 88876-61-3 2,6-bis(4-biphenylyl)-3,5-dicyano-4-phenyl-1,4-dihydropyridine 
• 90284-22-3 (Z)-2-(Biphenyl-4-carbonyl)-3-(4-hydroxy-phenyl)-acrylonitrile 
• 90284-15-4 (Z)-2-(Biphenyl-4-carbonyl)-3-(4-diethylamino-phenyl)-acrylonitrile 
• 90284-21-2 (Z)-2-(Biphenyl-4-carbonyl)-3-(4-iodo-phenyl)-acrylonitrile 
• 90284-18-7 (Z)-2-(Biphenyl-4-carbonyl)-3-(4-isopropyl-phenyl)-acrylonitrile 
• 223423-49-2 2-amino-3-(4-phenylbenzoyl)-6-(benzyloxycarbonyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine 
• 223423-52-7 2-amino-3-(4-phenylbenzoyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine 

Relevant academic research and scientific papers

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

Selective Synthesis of β-Ketonitriles via Catalytic Carbopalladation of Dinitriles

A practical, convenient, and highly selective method of synthesizing β-ketonitriles from the Pd-catalyzed addition of organoboron reagents to dinitriles has been developed. This method provides excellent functional-group tolerance, a broad scope of substrates, and the convenience of using commercially available substrates. The method is expected to show further utility in future synthetic procedures.

Method for synthesizing beta-ketonitrile and derivatives thereof

The invention discloses a method for synthesizing beta-ketonitrile and derivatives thereof. The beta-ketonitrile is prepared by a reaction of malononitrile and derivatives thereof with arylboronic acid. According to the invention, reactants are wide in source and low in cost; the reaction is carried out in a solvent, and the solvent is a mixture of toluene and water; in the process of the reaction, a palladium catalyst, an acid additive and a ligand are also added into the solvent; the acidic additive is any one selected from benzenesulfonic acid, p-toluenesulfonic acid, p-nitrobenzenesulfonic acid, trifluoromethanesulfonic acid and trifluoroformic acid; and the ligand is any one selected from 4,4'-dimethyl-2,2'-bipyridyl, 6,6'-dimethyl-2,2'-bipyridyl and 5,5'-dimethyl-2,2'-bipyridyl. The method in the invention can directly synthesize the target product in one step, does not need to separate an intermediate product, can obtain the target product only by a stirring reaction under normal pressure, has the highest yield of 98%, is especially suitable for synthesis of beta-ketonitrile derivatives sensitive to alkaline conditions, and provides better guarantee for development of organic compounds related to beta-ketonitrile derivatives.

One-pot synthesis of dual-state emission (DSE) luminogens containing the V-shape furo[2,3-b]furan scaffold

To discover novel fluorophores of solution and solid dual-state emission (DSE) materials, unique V-shape furo[2,3-b]furans have been designed and synthesized by a one-pot method for the first time and their photoluminescent properties have been explored in benzene, THF, DMF and DMSO, as well as in the solid state. As the best example, 2,5-bis(4-(9H-carbazol-9-yl)phenyl)-6a-amino-3a,6a-dihydrofuro[2,3-b]furan-3,3a,4-tricarbonitrile (3g) exhibited solution and solid DSE properties in THF, benzene, and in the solid state with quantum yields of 55%, 92%, and 45%, respectively.

Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C3-Chirogenic Center

A new transformation pattern for enantioselective intramolecular hydroacylation has been developed involving an alkene isomerization strategy. Proceeding through a five-membered rhodacycle intermediate, 3-enals were converted to C3- or C3,C5-chirogenic cyclopentanones with satisfactory yields, diastereoselectivities, and enantioselectivities. A catalytic cycle has been theoretically calculated and the origin of the stereoselection is rationally explained.

One-Pot Four-Component Coupling Approach to Polyheterocycles: 6 H-Furo[3,2- f]pyrrolo[1,2- d][1,4]diazepine

A novel polyheterocyclic chemical space, 6H-furo[3,2-f]pyrrolo[1,2-d][1,4]diazepine, was generated by a one-pot four-component coupling reaction where multiple bonds (three C-C, one C-O, and one C-N) were formed through a domino sequence. Two heterocyclic rings (furan and diazepine) were sequentially constructed from the monocyclic pyrrole derivative under environment-friendly reaction conditions to furnish the tricyclic fused scaffold.

Synthesis of α-Ketoamides from β-Ketonitriles and Primary Amines: A Catalyst-Free Oxidative Decyanation–Amidation Reaction

AN oxidative decyanation–amidation of β-ketonitriles and primary amines readily occurs using hydrogen peroxide sodium carbonate adduct (Na2CO3·1.5H2O2), K2CO3, and 1,4-dioxane. This reactio

Rh(III)-Catalyzed C-H Activation of Benzoylacetonitriles and Tandem Cyclization with Diazo Compounds to Substituted Benzo [de] chromenes

Rh (III)-catalyzed C-H activation of benzoylacetonitriles in coupling with diazo compounds was developed to synthesize diversified substituted benzo[de]chromenes via a formal (4 + 2) cycloaddition with a diazo compound and subsequent tandem (4 + 2) cycloa

Palladium-Catalyzed Carbonylative α-Arylation of tert -Butyl Cyanoacetate with (Hetero)aryl Bromides

A three-component coupling protocol has been developed for the generation of 3-oxo-3-(hetero)arylpropanenitriles via a carbonylative palladium-catalyzed α-arylation of tert-butyl 2-cyanoacetates with (hetero)aryl bromides followed by an acid-mediated decarboxylation step. Through the combination of only a stoichiometric loading of carbon monoxide and mild basic reaction conditions such as MgCl2 and dicyclohexylmethylamine for the deprotonation step, an excellent functional group tolerance was ensured for the methodology. Through the use of 13C-labeled carbon monoxide generated from 13COgen, the corresponding 13C-isotopically labeled β-ketonitriles were obtained, and these products could subsequently be converted into cyanoalkynes and 3-cyanobenzofurans with site specific 13C-isotope labeling. (Chemical Equation Presented).

Chemoselective efficient synthesis of functionalized β-oxonitriles through cyanomethylation of Weinreb amides

A synthesis of β-oxonitriles is reported via the generation of R1R2CLiCN species followed by the trapping with variously decorated Weinreb amides. The optimization study revealed that lithiation of acetonitriles is best accomplished by deprotonation with MeLi-LiBr at low temperature. The protocol can be conveniently adapted to the synthesis of α-mono or α,α-disubstituted cyanoketones. 15N- and 17O-NMR data are reported for selected compounds. This journal is