488813-95-2

Upstream product

• 59-88-1 phenylhydrazine hydrochloride 
• 615-43-0 2-iodophenylamine 
• 5813-89-8 2-thiophenylcarboxamide 
• 76464-99-8 N-benzyl-2-iodoaniline 
• 100-46-9 benzylamine 
• 88-73-3 2-Chloronitrobenzene 
• 5729-06-6 N-benzyl-2-nitroaniline 
• 98-03-3 thiophene-2-carbaldehyde 
• 5822-13-9 N-benzyl-1,2-phenylenediamine 
• 1493-27-2 ortho-nitrofluorobenzene 
• 62-53-3 aniline 
• 80073-40-1 1-benzyl-1-phenyl-2-((thiophen-2-yl)methylene)hydrazine 
• 39677-96-8 1-(thiophen-2-ylmethylene)-2-phenylhydrazine 

Relevant academic research and scientific papers

Preparation method of benzimidazole compounds in sterilizing agent and pesticide

The invention provides a new synthesis method of benzimidazole compounds which can be applied to preparation of disinfectants and pesticides, and the benzimidazole compounds are synthesized by using oxalyl diamine compounds which are simple and easy to prepare as ligands and using CuI to catalyze o-amide substituted chlorinated aryl compounds. The method has the advantages that a reaction system is cheap and easy to prepare, the method can be suitable for industrial production, and reaction conditions are mild. In addition, the reaction also has the advantages of low catalyst and ligand equivalents, simplicity, convenience, economy, wide substrate application range and the like. The benzimidazole compound obtained by the preparation method can be used as a killing agent and a pesticide bactericide.

One-pot strategy of copper-catalyzed synthesis of 1,2-disubstituted benzimidazoles

A simple, one-pot and copper-catalyzed coupling reaction for the construction of 1,2-disubstituted benzimidazole derivatives is described. A low-cost copper salt and a weak base K3PO4 were utilized in this reaction. A variety of 1,2-disubstituted benzimidazoles were obtained in moderate to excellent yields.

"All-water" one-pot diverse synthesis of 1,2-disubstituted benzimidazoles: Hydrogen bond driven 'synergistic electrophile-nucleophile dual activation' by water

A new "all-water" tandem arylaminoarylation/arylaminoalkylation- reduction-cyclisation route is reported for one-pot diversity oriented synthesis of regiodefined 1,2-disubstituted benzimidazoles. Water plays a crucial and indispensable role through hydrogen bond driven 'synergistic electrophile-nucleophile dual activation' in the formation of N-mono-aryl/aryl alkyl/alkyl/cycloalkyl o-nitroanilines under metal and base-free conditions to replace the transition metal-based C-N bond formation (aryl amination) chemistry and underlines the origin of regiodefined installation of the diverse selection of aryl, aryl alkyl, and alkyl/cycloalkyl groups as substituents on the benzimidazole scaffold to form the 1,2-disubstituted benzimidazoles. The influence of the hydrogen bond effect of water in promoting the arylaminoarylation reaction under base and metal-free conditions has been realized through observation of inferior yields in D2O compared to that obtained in water during the reaction of o-fluoronitrobenzene with aniline separately performed in water and D2O under similar experimental conditions. Water also provides assistance in promoting the subsequent nitro reduction and in the final cyclocondensation steps. The role of water in promoting the cyclocondensation reaction through hydrogen bonds is realized by the differential product yields during the reaction of mono-N-phenyl-o- phenylenediamine with benzaldehyde performed separately in water and D 2O. The better hydrogen bond donor and hydrogen bond acceptor abilities of water compared to those of the organic solvents are the contributing/deciding factors for making the new water-assisted tandem arylaminoarylation/arylaminoalkylation-reduction-cyclisation strategy for the diversified synthesis of the regiodefined 1,2-disubstituted benzimidazoles effective in an aqueous medium, making it represent a true "all-water chemistry."

Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation

An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.