2620-83-9Relevant articles and documents
Copper(II) complexes with a benzimidazole functionalized Schiff base: Synthesis, crystal structures, and role of ancillary ions in phenoxazinone synthase activity
Mudi, Prafullya Kumar,Mahato, Rajani Kanta,Joshi, Mayank,Shit, Madhusudan,Choudhury, Angshuman Roy,Das, Hari Sankar,Biswas, Bhaskar
, (2021)
This research study reports the synthesis, structural characterization and phenoxazinone synthase-like activity of two structurally similar copper(II) complexes developed with a benzimidazole functionalized Schiff base (L). The ligand, L, was designed and
Chemoselective reduction of nitroaromatics using recyclable alumina-supported nickel nanoparticles in aqueous medium—exploration to one pot synthesis of benzimidazoles
Ghatak, Avishek,Bhar, Sanjay
supporting information, p. 368 - 379 (2022/02/05)
An economical and eco-compatible synthetic protocol for chemoselective and regioselective reduction of nitroaromatics in water has been achieved using easily accessible alumina-supported nickel nanoparticles as a stable recyclable heterogeneous catalyst. Various sensitive substituents like allyloxy, benzyloxy, t-butyldimethylsilyloxy, hydroxymethyl, alkoxycarbonyl, formyl, keto, carboxylic acid, chloro, bromo, azo and cyano were tolerated in the aforesaid protocol. This method has been extended for the construction of imidazole derivatives through one-pot reductive condensation of 2-nitroaniline with diversely substituted benzaldehydes. Some of the synthesized imidazoles have been used as antibacterial, antiplatelet and antithrombotic agents.
Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles
Rodríguez-Huerto, Paula A.,Pe?a-Solórzano, Diana,Ochoa-Puentes, Cristian
, p. 6275 - 6283 (2021/07/29)
In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.
Heterogenizing a Homogeneous Nickel Catalyst Using Nanoconfined Strategy for Selective Synthesis of Mono- And 1,2-Disubstituted Benzimidazoles
Shadab,Dey, Gargi,Sk, Motahar,Banerjee, Debasis,Aijaz, Arshad
supporting information, p. 16042 - 16047 (2021/11/04)
A homogeneous Ni-phenanthroline catalyst was successfully immobilized into the cavities of a metal-organic framework, ZIF-8. The as-synthesized heterogeneous catalyst, Ni-Phen@ZIF, represents the first MOF based catalyst that enables dehydrogenative coupling of alcohols with aromatic diamines for selective synthesis of both mono- and 1,2-disubstituted benzimidazoles. The catalyst survived under harsh basic conditions, characterized by SEM, TEM, BET, PXRD, and EDX elemental mappings. The presence of the nanoconfined Ni-phenanthroline complex and the formation of extra Lewis acid sites during catalysis in the Ni-Phen@ZIF structure, confirmed by TPD analysis and kinetic experiments, might be responsible for higher activity and selectivity.