23023-35-0

Usage

InChI:InChI=1/C15H12N2/c16-15-13-9-5-4-8-12(13)10-14(17-15)11-6-2-1-3-7-11/h1-10H,(H2,16,17)

Upstream product

• 83576-20-9 1-(2-hydroxy-1-phenylethyl)-5-phenyltetrazole 
• 529-19-1 2-Methylbenzonitrile 
• 100-47-0 benzonitrile 
• 536-74-3 phenylacetylene 
• 1039765-06-4 N-benzyl-2-chlorobenzenecarboximidamide 
• 873-32-5 2-Chlorobenzonitrile 
• 3759-28-2 (2-cyanophenyl)acetonitrile 
• 98-80-6 phenylboronic acid 
• 18039-42-4 5-phenyl-2H-1,2,3,4-tetrazole 
• 93764-48-8 1-(2-ethoxycarbonyl-2-iodo-1-phenylethyl)-5-phenyltetrazole 
• 93742-50-8 1-(2-ethoxycarbonyl-2-hydroxy-1-phenylethyl)-5-phenyltetrazole 
• 96-09-3 styrene oxide 
• 110166-71-7 ethyl 2-(phenylethynyl)benzoate 
• 110166-73-9 N,N-dimethyl-2-(phenylethynyl)benzamide 

Downstream Products

• 105516-75-4 N-methyl-3-phenylisoquinolin-1-amine 
• 82071-21-4 n,3-diphenylisoquinolin-1-amine 

Relevant academic research and scientific papers

Silver(I)- and Base-Mediated [3 + 3]-Cycloaddition of C,N-Cyclic Azomethine Imines with Aza-oxyallyl Cations

A silver(I) and base-mediated [3 + 3]-cycloaddition reaction of in situ generated C,N-cyclic azomethine imines with in situ formed aza-oxyallyl cations is reported. This one-pot cycloaddition process shows broad substrate scope an excellent functional group tolerance and provides the corresponding biologically important isoquinoline-fused triazines in good to excellent yields.

Molecular modeling of 3-arylisoquinoline antitumor agents active against A-549. A comparative molecular field analysis study

A series of 58 3-arylisoquinoline antitumor agents were investigated for defining the pharmacophore model using comparative molecular field analysis (CoMFA) program. The studied compounds related to bioisostere of benzophenanthridine alkaloid were synthes

Heterogeneous gold(III)-catalyzed tandem cyclization of 2-alkynylbenzamides with ammonium acetate toward 1-aminoisoquinolines

Heterogeneous tandem cyclization of 2-alkynylbenzamides with ammonium acetate is achieved in acetonitrile at 85 °C using a magnetic nanoparticles-immobilized bipy-gold(III) complex and AgSbF6 as catalysts to afford a variety of 1-aminoisoquinoline derivatives in moderate to high yields. This heterogeneous gold catalyst can be easily recovered from the reaction mixture by simply applying an external magnetic field and can be recycled at least seven times without any apparent loss of catalytic activity.

Nickel-Catalyzed Tandem Reaction of Functionalized Arylacetonitriles with Arylboronic Acids in 2-MeTHF: Eco-Friendly Synthesis of Aminoisoquinolines and Isoquinolones

The first example of the nickel-catalyzed tandem addition/cyclization of 2-(cyanomethyl)benzonitriles with arylboronic acids in 2-MeTHF has been developed, which provides the facile synthesis of aminoisoquinolines with good functional group tolerance under mild conditions. This chemistry has also been successfully applied to the synthesis of isoquinolones by the tandem reaction of methyl 2-(cyanomethyl)benzoates with arylboronic acids. The use of the bio-based and green solvent 2-MeTHF as the reaction medium makes the synthesis process environmentally benign. The synthetic utility of this chemistry is also indicated by the synthesis of biologically active molecules.

Nickel-Catalyzed Annulation of o-Haloarylamidines with Aryl Acetylenes: Synthesis of Isoquinolone and 1-Aminoisoquinoline Derivatives

An efficient method for the synthesis of substituted 1(2H)-isoquinolone derivatives via nickel-catalyzed annulation of substituted 2-halobenzamidines with aryl alkynes in the presence of water is described. Benzo[4,5]imidazo[2,1-a]isoquinolines were formed as the dominated products when dry dimethyl sulfoxide was used as the solvent. Furthermore, when benzyl substituted amidines were used as the substrates, debenzylation reaction occured to provide various 1-aminoisoquinoline products. (Figure presented.).

Regioselective Access to 3-Aryl-1-aminoisoquinolines via Nickel(I)-Catalyzed C-C and C-N Cascade Coupling Reactions from the Substituted 2-(Cyanomethyl)benzonitriles

A novel and regioselective Ni(I) catalyzed C-C and C-N cascade coupling reactions has been developed. The cascade furnishes atom-economic access to 40 3-aryl-1-aminoisoquinolines. The regioselectivity of C(sp3)-cyano group over C(sp2

Potassium tert-Butoxide-Promoted Synthesis of 1-Aminoisoquinolines from 2-Methylbenzonitriles and Benzonitriles under Catalyst-Free Conditions

Herein a practical and efficient protocol for preparing a range of aminoisoquinolines is reported. Various aminoisoquinolines were prepared in moderate to good yields from the corresponding 2-methylbenzonitriles and benzonitriles upon treatment with potas

Synthesis of 1-aminoisoquinolines by gold(III)-mediated domino reactions from 2-alkynylbenzamides and ammonium acetate

A facile synthetic route toward pharmaceutically interesting 1-aminoisoquinoline derivatives by gold(III)-mediated domino reactions is described. This synthetic protocol starts from readily available 2-alkynylbenzamides and ammonium acetate and takes plac

Synthesis of new 3-arylisoquinolinamines: Effect on topoisomerase I inhibition and cytotoxicity

To investigate the structure-activity relationships of 3-arylisoquinolines, diverse substituted 3-aryisoquinolinamines were synthesized and tested in vitro antitumor activity against four tumor cell lines. Some of the compounds showed potent topoisomerase I inhibitory activity. Docking study of 7d with topoisomerase I-DNA complex was also performed.