52471-01-9

Upstream product

• 271-44-3 benzimidazole 
• 637-87-6 1-Chloro-4-iodobenzene 
• 387384-37-4 C₁₃H₁₀BrClN₂ 
• 1073-69-4 N-4-chlorophenylhydrazine 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 1679-18-1 4-Chlorophenylboronic acid 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 1429864-79-8 1,3-bis(4-chlorophenyl)-1H-indazole 
• 1429864-80-1 1-(4-chlorophenyl)-3-[4-(trifluoromethyl)phenyl]-1H-indazole 

Relevant academic research and scientific papers

A ligand-free copper-catalyzed strategy to the N-arylation of indazole using aryl bromides

A simple and efficient strategy for the C–N cross-coupling of indazole with a variety of substituted aryl bromides is reported. Under the optimized conditions, a broad scope of N-arylated products were obtained in good to excellent yields (up to 87%) under the ligand-free conditions.

A mild and regioselective Ullmann reaction of indazoles with aryliodides in water

A mild and regioselective Ullmann reaction of indazoles with aryliodides has been developed as a general method for the synthesis of 1-aryl-1H-indazoles. Water was used as the solvent wherein Tween 20 (2% w/w) was added to form aqueous micelles to improve

A convenient and simple synthesis of N-arylpirrolopyrimidines using boronic acids and promoted by copper (II) acetate

A convenient and simple synthesis of novel N-arylated 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine using several aryl boronic acids and copper (II) acetate is described. The yields obtained for all derivatives are in the range of 45-70 % and this synthetic ap

Copper(I) salt/PEG-400 catalysis in one-pot direct synthesis of 1-aryl-1H-indazoles from 2-bromobenzaldehydes and arylhydrazines

2-Bromobenzaldehydes are condensed and cyclized with arylhydrazines (or their hydrochlorides) in PEG-400 at 110 °C in the presence of a catalytic amount of a copper(I) salt along with a base to give 1-aryl-1H-indazoles in high yields. Copyright 2013 John Wiley & Sons, Ltd. Condensation of 2-bromobenzaldehydes with arylhydrazines (or their hydrochlorides) followed by C-N bond formation in PEG-400 in the presence of a copper(I) salt along with a base affords 1-aryl-1H-indazoles. Copyright

Direct C-3-arylations of 1H-indazoles

The first example of intermolecular C-H arylation of substituted 1H-indazoles is reported. Various 1-substituted indazoles were used as starting materials, and (hetero)aryl bromides and iodides were investigated as coupling partners. Different reaction co

Synthesis of 1-aryl-1H-indazoles via a ligand-free copper-catalyzed intramolecular amination reaction

A general synthesis of 1-aryl-1-H-indazoles from o-halogenated aryl aldehydes or ketones and aryl hydrazines was described. This protocol included an intermolecular condensation and a ligand-free copper-catalyzed intramolecular Ullmann-type coupling react

A manganese/copper bimetallic catalyst for C-N coupling reactions under mild conditions in water

An efficient and convenient bimetallic MnF2/CuI catalyst in combination with trans-1,2-diaminocyclohexane has been developed for the cross-coupling of nitrogen heterocycles with aryl halides in water at moderate temperature. A variety of nitrogen nucleophiles including pyrazole, 7-azaindole, indazole, indole, pyrrole and imidazole afforded the corresponding products in moderate to good yields (up to 94%) under the described arylation conditions.

A ligand-free copper(I) oxide catalyzed strategy for the N-arylation of azoles in water

A simple and practical protocol has been developed for the cross-coupling of azoles and aryl iodides under ligand-free copper(I) oxide catalyzed conditions in water. The protocol uses tetrabutylammonium bromide (TBAB) as the phase-transfer catalyst, and water as the solvent, and shows good tolerance towards various functional groups.

Copper-catalyzed C-N coupling of amides and nitrogen-containing heterocycles in the presence of cesium fluoride

The copper-catalyzed C-N coupling of amides to aryl halides usually requires the use of strong alkali metal bases, such as K2CO3, K3PO4, and Cs2CO3, at high temperature. We discovered that

Manganese-catalyzed cross-coupling reactions of nitrogen nucleophiles with aryl halides in water

A facile and convenient strategy for the assembly of N-arylated heterocycles has been demonstrated using a MnCl2·4H 2O/trans-1,2-diaminocyclohexane catalyst and K3PO 4 as the base in water.