14959-62-7

Upstream product

• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 703-59-3 homophthalic anhydride 
• 87-41-2 2-benzofuran-1(3H)-one 
• 1750-36-3 (E)-N-benzylidenebenzenamine 
• 809274-70-2 4-iodo-2,3-diphenyl-2H-isoquinolin-1-one 
• 13141-40-7 [2-(2-phenylethynyl)phenyl]methanol 
• 100-52-7 benzaldehyde 
• 62-53-3 aniline 
• 538-51-2 benzylidene phenylamine 
• 868632-44-4 N-[2-(2-phenylethynyl)benzylidene]benzenamine 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 40400-13-3 2-Iodobenzyl bromide 
• 873-32-5 2-Chlorobenzonitrile 
• 394-47-8 2-fluorobenzonitrile 

Relevant academic research and scientific papers

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.).

Method of catalyzing tandem reaction to synthesize isoquinolinone derivative in water phase

The invention provides a method of catalyzing tandem reaction to synthesize isoquinolinone derivative in water phase. In the method, the isoquinolinone derivative is synthesized in a one-pot manner that on the basis of 1 mol of 0.1-1 mol/L ortho-halogenated benzamide and 0.1-5 mol of a terminal alkyne, a reaction is carried out in a water phase under the effect of 0.001-1 mol of bivalent copper salt and phenanthroline catalysts in the presence of 0.5-6 mol of inorganic alkali or organic alkali, reaction temperature being 20-160 DEG C and reaction time being 1-50 h. In the method, the bivalent copper salt and phenanthroline can catalyze the reaction between the ortho-halogenated benzamide and the terminal alkyne in the water phase, wherein water serves as a solvent, so that the method is environment-friendly, and avoids usage of noble metals, high temperature reaction and the like reaction conditions. The method has simple operations and high yield, is safe and low-cost, is low in pollution and is suitable for various functional groups.

Synthesis of 1,2-Disubstituted Indoles from α-Aminonitriles and 2-Halobenzyl Halides

The α-alkylation of deprotonated Strecker products derived from primary amines and aromatic aldehydes with 2-halobenzyl halides furnishes intermediates that can be cyclized to 1,2-disubstituted indoles in moderate to high yields (up to 94% over two steps) by microwave-assisted copper- or palladium-catalyzed intramolecular cross-coupling.

Construction of isoquinolin-1(2H)-ones by copper-catalyzed tandem reactions of 2-(1-Alkynyl)benzaldimines with water

The Cu(OAc)2-catalyzed tandem reaction of 2-(1-alkynyl)benzaldimines with water for the synthesis of isoquinolin-1(2H)-ones was developed. Moreover, 4-halogen-substituted isoquinolin-1(2H)-ones were obtained in good yields simply by including N-halosuccinimides (NXS: X = Cl, Br, I) in the reaction system. Mechanistic studies indicated that the reactions are probably initiated by highly regioselective intramolecular cyclization of 2-(1-alkynyl)benzaldimines to give the corresponding isoquinolinium intermediates. The Cu(OAc)2-catalyzed tandem reaction of 2-(1-alkynyl)benzaldimines with water for the synthesis of isoquinolin-1(2H)-ones is developed. 4-Halogen-substituted isoquinolin-1(2H)-ones can be obtained in good yields simply by including N-halosuccinimides (NXS) in the reaction system. Mechanistic studies are also undertaken.

Transition metal-free cascade reactions of alkynols to afford isoquinolin-1(2H)-one and dihydroisobenzofuran derivatives

Transition metal-free cascade reactions of alkynols with imines have been achieved using potassium tert-butoxide as catalyst. Switching the reaction solvent gives two kinds of products in good yield: isoquinolin-1(2H)-one derivatives and dihydroisobenzofuran derivatives. This approach was used to generate the natural product 8-oxypseudopalmatine in a two-step procedure from commercially available starting materials. Additionally, multicomponent reactions of alkynols, aldehydes, and amines were also successfully achieved to afford isoquinolin-1(2H)-one derivatives.

Solvent-switched benzylic methylene functionalization: Addition, ring-opening, cyclization, and unexpected cleavage of C-O and C-C bonds

Intermolecular benzylic methylene functionalization of exo-cyclic enol ethers has been achieved using imines as reagents and potassium tert-butoxide as the catalyst. Depending on the solvent used, the reaction proceeds by two pathways. In THF, an addition

A new access to 3-substituted-1(2H)-isoquinolone by tandem palladium-catalyzed intramolecular aminocarbonylation annulation

An original tribromide derivative based, palladium-catalyzed synthesis of 3-substituted-1(2H)-isoquinolone is described based on a regioselective Suzuki-Miyaura C-C coupling on o-halo-(2,2-dihalovinyl)-benzene followed by a palladium catalyzed amination-carbonylation-cyclization reaction. This sequence efficiently proceeds to build up isoquinolone in fair to good yields over a one-pot 3-bond synthesis reaction. The Royal Society of Chemistry 2012.

Conjugate addition - SNAr domino reaction for the synthesis of benzo- or pyridyl-fused lactams and sultams

A versatile domino reaction that can be used for the synthesis of bicyclic benzo- or pyridyl-fused lactam and sultam derivatives is presented, enabling rapid synthesis of a variety of complex structures

Synthesis of fused polycycles by 1,4-palladium migration chemistry

Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.

The preparation of substituted 1(2H)-isoquinolinones from dilithiated 2- methyl-N-arylbenzamides, 2-methyl-N-(arylmethyl)-benzamides, or 2- methylbenzoic acid, 2,2-dimethylhydrazide

2-Methyl-N-arylbenzamides (N-aryl-ortho-toluamides), 2-methyl-N- (arylmethyl)-benzamides (substituted benzyl, N-benzyl-ortho-toluamides), or 2-methylbenzoic acid, 2,2-dimethylhydrazide (ortho-toluic acid, N,N- dimethylhydrazide), were dilithiated with exc