2219-12-7

Usage

Class

Benzimidazole derivatives

Pharmacological activities

Potential anti-tumor effects, cancer cell growth inhibition, possible treatment for neurological disorders and infectious diseases

Molecular pathways

Targets specific molecular pathways to inhibit cancer cell growth

Ongoing research

Further studies are being conducted to understand its biological activities and potential therapeutic applications.

InChI:InChI=1/C14H12N2O/c1-16-12-8-4-3-7-11(12)15-14(16)10-6-2-5-9-13(10)17/h2-9,15H,1H3/b14-10-

Upstream product

• 90-02-8 salicylaldehyde 
• 4760-34-3 N-methyl-1,2-phenylenediamine 
• 444-30-4 2-(trifluoromethyl)phenol 
• 64908-64-1 2-phenoxyisoindol-1,3-dione 
• 98-80-6 phenylboronic acid 
• 1632-83-3 1-Methylbenzimidazole 
• 5661-50-7 N-(phenoxy)acetamide 
• 108-95-2 phenol 
• 4846-21-3 O-phenylhydroxylamine 
• 1354644-36-2 N-(2-allyloxybenzylidene)-N'-methyl-N'-phenylbenzene-1,2-diamine 
• 28752-82-1 2-(allyloxy)benzaldehyde 
• 50374-92-0 N¹-methyl-N¹-phenylbenzene-1,2-diamine 
• 155228-12-9 1-methoxy-2-(1-methyl-1H-benzimidazol-2-yl)benzene 
• 69-72-7 salicylic acid 

Relevant academic research and scientific papers

Rhodium(III)-Catalyzed ortho-Heteroarylation of Phenols through Internal Oxidative C-H Activation: Rapid Screening of Single-Molecular White-Light-Emitting Materials

Reported herein is the first example of a transition-metal-catalyzed internal oxidative C-H/C-H cross-coupling between two (hetero)arenes through a traceless oxidation directing strategy. Without the requirement of an external metal oxidant, a wide range of phenols, including phenol-containing natural products, can undergo the coupling with azoles to assemble a large library of highly functionalized 2-(2-hydroxyphenyl)azoles. The route provides an opportunity to rapidly screen white-light-emitting materials. As illustrative examples, two bis(triphenylamine)-bearing 2-(2-hydroxyphenyl)oxazoles, which are difficult to access otherwise, exhibit bright white-light emission, high quantum yield, and thermal stability. Also presented is the first example of the white-light emission, in a single excited-state intramolecular proton transfer system, of 2-(2-hydroxyphenyl)azoles, thus highlighting the charm of C-H activation in the discovery of new organic optoelectronic materials.

A heterocyclic ligands containing compounds and methods for their preparation, application (by machine translation)

The present invention provides a compound containing heterocyclic ligands and its preparation method, an electroluminescent device. The present invention provides heterocycle-containing ligand compound, through the particular selection of heterocyclic ligands and different metal binding, can adjust the wavelength of the compound, the organic metal compound used in the organic electroluminescent device, to make the device light-emitting efficiency is improved, and the service life is long. (by machine translation)

Compound with heterocyclic ligand and preparation method and application thereof

The invention provides a compound with a heterocyclic ligand and a preparation method and application thereof. According to the compound with the heterocyclic ligand, the specific heterocyclic ligand is selected to be combined with metal aluminum, so that after the obtained organic compound is applied to an organic light-emitting device, the light-emitting efficiency of the device is improved, and the service life is long.

Lithium compound with heterocyclic ligand and preparation method and application thereof

The invention provides a lithium compound with a heterocyclic ligand and a preparation method and application thereof. According to the lithium compound with the heterocyclic ligand, the specific heterocyclic ligand is selected to be combined with metal lithium, so that after the obtained organic lithium compound is applied to an organic light-emitting device, the light-emitting efficiency of the device is improved, and the service life is long.

Gas-phase generation and cyclisation reactions of imidoyl radicals

Some 1,2-diarylimidoyl radicals were generated in the gas-phase by intramolecular radical translocation from ortho-imino-aryloxyl radicals, in turn generated under flash vacuum pyrolysis (FVP) conditions. The imidoyls reacted with XR ortho′-substituents in the N-aryl group to give (in most cases) modest yields of cyclisation products. Depending on the nature of the bridging atom (X), the formation of these products was initiated either by a further hydrogen atom translocation (X = CH2), or by ipso-attack onto the aryl group (R = Ph), or by direct substitution at the heteroatom (X = S). With XR = N(Me)Ph, the major reaction product was probably the result of a competing pathway not involving the corresponding imidoyl.

Transformation of anionically activated trifluoromethyl groups to heterocycles under mild aqueous conditions

The (hetero)aromatic trifluoromethyl group is present in many biologically active molecules and is generally considered to be chemically stable. In this paper, a convenient one-step synthesis of C-C linked aryl-heterocycles or heteroaryl-heterocycles in good to excellent yields via the reaction of anionically activated trifluoromethyl groups with amino nucleophiles containing a second NH, OH, or SH nucleophile in 1 N sodium hydroxide is reported. The method has high functional group tolerability and is potentially useful in parallel synthesis.

A Keggin heteropoly acid as an efficient catalyst for an expeditious, one-pot synthesis of 1-methyl-2-(hetero)arylbenzimidazoles

The Keggin heteropoly acid, silicotungstic acid, H4SiW12O40, has been demonstrated to be highly efficient for an expeditious, one-pot synthesis of 1-methyl-2-(hetero)arylbenzimidazoles from N-methyl-1,2-phenylenediamine and (hetero)aryl aldehydes in ethyl acetate at room temperature. The catalyst works equally well for N-phenyl-1,2-phenylenediamine.

A minimalist approach to C-H activation by copper

The complex [Cu2(1)2]2+ (1=1,3-bis(1-methyl-1H-benzimidazol-2-yl)benzene) undergoes slow oxidation by dioxygen in DMF solution to give the hydroxylated product [Cu 2(2-H)2]2+ (2=2,6-bis(1-methyl-1H-benzimidazol- 2-yl)phenol) characterized by an X-ray crystal-structure analysis. The oxidation occurs much faster when CuII is mixed with 1 in the presence of H2O2, with 80% hydroxylation observed within a few minutes. The mononuclear complex formed with 1-methyl-2-phenyl-1H-benzimidazole (3) shows no hydroxylation under these conditions. It is concluded that the hydroxylation requires the presence of a ligand capable of stabilizing a binuclear species, but no special coordinative activation of the copper is required.

Microwave-assisted one step high-throughput synthesis of benzimidazoles

One-pot synthesis of benzimidazoles from diamines and carboxylic acids was developed under microwave irradiation condition, which provided a practical and efficient method for high-throughput synthesis of this important class of heterocyclic compounds.