92152-36-8

Usage

Structure

Benzimidazole derivative with a methyl group and a bromine atom attached to the phenyl ring

Usage

Potential drug candidate for the treatment of various medical conditions

Studied for

Potential anti-cancer, anti-inflammatory, and anti-viral properties

Investigated for

Use as a fluorescent probe in biological imaging and as a photosensitizer in photodynamic therapy

Ongoing research

To explore the full range of potential applications and properties of 1-methyl-2-o-bromophenylbenzimidazole

Upstream product

• 4760-34-3 N-methyl-1,2-phenylenediamine 
• 88-65-3 2-bromobenzoic-acid 
• 348-54-9 2-Fluoroaniline 
• 61436-88-2 2-bromo-N-methylbenzamide 
• 1519051-15-0 2-bromo-N'-(2-fluorophenyl)-N-methylbenzimidamide 
• 13275-42-8 2-(2-bromophenyl)-benzimidazole 
• 74-88-4 methyl iodide 
• 95-54-5 1,2-diamino-benzene 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1357398-61-8 1-methyl-2-(2-(diisopropylphosphino)phenyl)-1H-benzoimidazole 
• 1357398-59-4 1-methyl-2-(2-(diphenylphosphino)phenyl)-1H-benzoimidazole 
• 1357398-60-7 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole 
• 1444017-97-3 2-(2-bromophenyl)-1-isopropyl-1H-benzoimidazole 
• 93-04-9 2-Methoxynaphthalene 
• 946147-49-5 benzo[4,5]imidazo[1,2-a]benzo[4,5]imidazo[1,2-c]quinazoline 
• 92189-36-1 N-methyl-2-(2-boronophenyl)benzimidazole 

Relevant academic research and scientific papers

Electrochemical Synthesis of Benzimidazoles via Dehydrogenative Cyclization of Amidines

The development of efficient and sustainable methodologies for the synthesis of N-heterocycles is a constant focus of organic synthesis. Herein an electrochemical method is reported for the synthesis of benzimidazoles through dehydrogenative cyclization of easily available N-aryl amidines. The reactions were conducted under simple constant current conditions in an undivided cell without need for catalysts, chemical oxidants, or additives, and produced H2 as the only theoretical byproduct.

Transition-metal-free synthesis of benzimidazoles mediated by KOH/DMSO

Benzimidazoles are prepared by intramolecular N-arylations of amidines mediated by potassium hydroxide in DMSO at 120 °C. In this manner, diversely substituted products have been obtained in moderate to very good yields.

Decarboxylative cross-coupling of mesylates catalyzed by copper/palladium systems with customized imidazolyl phosphine ligands

The activation of the inert C-O bonds in mesylates through the use of a new class of imidazolyl phosphines allows the decarboxylative coupling of aryl mesylates as well as polysubstituted alkenyl mesylates. Variation of the ligands leads to two complementary methods providing the corresponding biaryls and polysubstituted olefins in good yields. Copyright

An efficient palladium-benzimidazolyl phosphine complex for the Suzuki-Miyaura coupling of aryl mesylates: Facile ligand synthesis and metal complex characterization

A new class of easily accessible hemilabile benzimidazolyl phosphine ligands has been developed. The ligand skeleton is prepared from commercially available and inexpensive o-phenylenediamine and 2-bromobenzoic acid. With catalyst loading down to 0.5 mol% palladium, excellent catalytic activity towards the Suzuki-Miyaura coupling of aryl mesylates is still observed. This represents the lowest catalyst loading achieved so far for this reaction in general. X-Ray crystallography shows that new ligand L2 is coordinated with Pd in a κ2-P,N fashion.

Buchwald-Hartwig amination of aryl chlorides catalyzed by easily accessible benzimidazolyl phosphine-Pd complexes

This study describes the efficacy of benzimidazolyl phosphine ligands, which are easily synthesized from inexpensive and commercially available o-phenylenediamine, 2-bormobenzoic acid, and chlorophosphines, in the Buchwald-Hartwig amination of aryl chlorides. Primary and secondary aromatic/aliphatic amines are effective substrates in this catalytic system. Functional groups such as keto and esters are also compatible. The catalyst loading can be reduced to 0.1 mol% Pd. Georg Thieme Verlag Stuttgart · New York.

P,N-Type benzimidazolyl phosphine ligands for the palladium-catalyzed Suzuki coupling of potassium aryltrifluoroborates and aryl chlorides

This study describes the efficacy of P,N-type benzimidazolyl phosphine ligands, which can be easily synthesized from commercially available and inexpensive starting materials. The application of this ligand array in palladium-catalyzed Suzuki-Miyaura coupling reaction of aryl chlorides with potassium aryltrifluoroborates is described. The air stable benzimidazolyl phosphines in combination with a palladium metal precursor provides highly effective catalysts for the Suzuki-Miyaura coupling of unactivated aryl chlorides and can achieve a catalyst loading of only 0.05 mol %.

Synthesis and structure of bifunctional N-alkylbenzimidazole phenylboronate derivatives

N-Methyl and N-n-butyl-2-(2-boronophenyl)benzimidazoles are accessed from the corresponding mono-N-alkyl-ortho-phenylenediamines, either using a polyphosphoric acid-mediated cyclisation with ortho-bromobenzoic acid, or preferably using an Oxone-mediated c

BIFUNCTIONAL CATALYSTS

Bifunctional Lewis acid - Lewis base catalyst of Formula (I): wherein O is a C2-60 optionally heteroatom containing substituted or unsubstituted hydrocarbon scaffold comprising pendant or integral bifunctional groups LA and LB wherein LA is a pendant or integral boron or silicon Lewis acid group and LB is a pendant or integral phosphorus or nitrogen Lewis base group and its salts, N-fanctionalised derivatives, dimer or oligomer thereof; processes for the preparation thereof; novel compounds and novel intermediates; a composition comprising a catalyst or compound of the invention; a kit comprising one or more catalysts; the use thereof as catalysts in selective transformations, kits therefor and processes for selective transformation reactions catalysed thereby; screening methods to identify catalysts for specific transformations; and kits therefor.