36677-34-6

Upstream product

• 83-38-5 2,6-dichlorobenzaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 15258-73-8 2,6-dichlorobenzyl alcohol 
• 1042161-51-2 (2-Azido-phenyl)-[1-(2,6-dichloro-phenyl)-meth-(E)-ylidene]-amine 

Relevant academic research and scientific papers

Selective photocatalytic oxidation of aromatic alcohols to aldehydes with air by magnetic WO3ZnO/Fe3O4.: In situ photochemical synthesis of 2-substituted benzimidazoles

Recently, visible light-driven organic photochemical synthesis has been a pioneering field of interest from academic and industrial associations due to its unique features of green and sustainable chemistry. Herein, WO3ZnO/Fe3O4 was synthesized, characterized, and used as an efficient magnetic photocatalyst in the preparation of a range of 2-substituted benzimidazoles via the condensation of benzyl alcohol and o-phenylenediamine in ethanol at room temperature for the first time. The key feature of this work is focused on the in situ photocatalytic oxidation of benzyl alcohols to benzaldehydes under atmospheric air and in the absence of any further oxidant. This new heterogeneous nanophotocatalyst was characterized via XRD, FT-IR, VSM and SEM. Short reaction time, cost-effectiveness, broad substrate scope, easy work-up by an external magnet, and excellent product yield are the major advantages of the present methodology. A number of effective experimental parameters were also fully investigated to clear broadness and generality of the protocol. This journal is

UV-visible light-induced photochemical synthesis of benzimidazoles by coomassie brilliant blue coated on W-ZnO@NH2nanoparticles

Heterogeneous photocatalysts proffer a promising method to actualize eco-friendly and green organic transformations. Herein, a new photochemical-based methodology is disclosed in the preparation of a wide range of benzimidazoles through condensation of o-phenylenediamine with benzyl alcohols in the air under the illumination of an HP mercury lamp in the absence of any oxidizing species catalyzed by a new photocatalyst W-ZnO@NH2-CBB. In this photocatalyst, coomassie brilliant blue (CBB) is heterogenized onto W-ZnO@NH2 to improve the surface characteristics at the molecular level and enhance the photocatalytic activity of both W-ZnO@NH2 and CBB fragments. This unprecedented heterogeneous nanocatalyst is also identified by means of XRD, FT-IR, EDS, TGA-DTG, and SEM. The impact of some influencing parameters on the synthesis route and effects on the catalytic efficacy of W-ZnO@NH2-CBB are also assessed. The appropriate products are attained for both the electron-withdrawing and electron-donating substituents in the utilized aromatic alcohols. Furthermore, preparation of benzimidazoles is demonstrated to occur mainly via a radical mechanism, which shows that reactive species such as ·O2-, OH and h+ would be involved in the photocatalytic process. Stability and reusability studies also warrant good reproducibility of the nanophotocatalyst for at least five runs. Eventually, a hot filtration test proved that the nanohybrid photocatalyst is stable in the reaction medium. Using an inexpensive catalyst, UV-vis light energy and air, as a low cost and plentiful oxidant, puts this methodology in the green chemistry domain and energy-saving organic synthesis strategies. Finally, the anticancer activity of W-ZnO nanoparticles is investigated on MCF7 breast cancer cells by MTT assay. This experiment reveals that the mentioned nanoparticles have significant cytotoxicity towards the selected cell line.

4,5-Imidazoledicarboxylic acid immobilized on Fe3O4 magnetic nanoparticles: Preparation, characterization, and application as a recyclable and efficient nanocatalyst in the sonochemical condensation reaction

A green synthesis of benzimidazole derivatives using recyclable magnetic 4,5-imidazoledicarboxylic is described. The magnetic 4,5-imidazoledicarboxylic (Fe3O4@ImDCA) nanocatalyst was characterized completely by infrared spectroscopy

Nano-Ni(II)/Y Zeolite Catalyzed Synthesis of 2-Aryl- and 2-Alkyl Benzimidazoles Under Solvent-Free Conditions

Synthesis of some benzimidazole derivatives via condensation reaction of o-phenylenediamine derivatives with aromatic aldehydes or orthoesters under solvent-free conditions over nano-Ni(II)/Y zeolite as a heterogeneous catalyst is reported. Some advantages of this green method are easy purification, environmentally friendly conditions, low catalyst loadings, and nontoxic nature.

CuI nanoparticles mediated expeditious synthesis of 2-substituted benzimidazoles using molecular oxygen as the oxidant

A general and easy method for the synthesis of several 2-substituted benzimidazoles from cyclization of o-diaminobenzenes and various aldehydes using CuI nanoparticles as a heterogeneous catalyst is described. Short reaction times, easy and quick isolation of the products and excellent yields are the main advantages of this procedure. This CuI nanoparticles catalyst system was found to be air/O2 stable and also used for large scale cyclization reaction with recoverable and reusable properties without loss of catalytic activity for upto six cycles.

Fe3O4@SiO2/collagen: An efficient magnetic nanocatalyst for the synthesis of benzimidazole and benzothiazole derivatives

In this project, Fe3O4@SiO2 was synthesized and combined with collagen for the preparation of Fe3O4@SiO2/collagen. It was characterized by FT-IR, 1H NMR, VSM, XRD, EDX, SEM and T

Magnetic nanoparticles-supported tungstosilicic acid: As an efficient magnetically separable solid acid for the synthesis of benzoazoles in water

The magnetic nanoparticles-supported tungstosilicic acid (TSAMNP) was found to be a highly efficient solid acid for the synthesis of benzoazoles in water. TSAMNP catalyst was achieved by the immobilization of tungstosilicic acid [H4(W12SiO40)] species on the silica core-shell magnetic nanoparticles (Fe3O4@SiO2). A variety of aldehydes were successfully condensed with 1,2-diaminobenzene, 2-aminophenol and 2-aminothiophenol in water as a green solvent to synthesize benzoazoles in good-to-excellent yields. TSAMNP catalyst was easily separated from the reaction mixture and reused several times without any loss of efficiency.

CuO nano-particles supported on silica, a new catalyst for facile synthesis of benzimidazoles, benzothiazoles and benzoxazoles

A facile synthetic route for benzimidazoles, benzothiazoles and benzoxazoles comprising the reaction of corresponding o-phenylenediamine, o-aminothiophenol and o-aminophenol with various aldehydes using silica supported nano-copper (II) oxide as a catalyst has been described. The catalyst exhibited clean reaction profile with excellent yields in a short reaction time. The catalyst can be recycled effectively after use.

Nano-Fe3O4/O2: Green, Magnetic and reusable catalytic system for the synthesis of benzimidazoles

Magnetic nano-Fe3O4 was applied in the presence of atmospheric air as a green, efficient, heterogeneous and reusable catalytic system for the synthesis of benzimidazoles via the reactions of o-phenylenediamine (1 eq) with aryl aldehydes (1 eq) in excellent yields (85-97 %) and short reaction times (30-100 min) with a proposed mechanism.

Graphite-supported gold nanoparticles as efficient catalyst for aerobic oxidation of benzylic amines to imines and N-substituted 1,2,3,4- tetrahydroisoquinolines to amides: Synthetic applications and mechanistic study

Selective oxidation of amines using oxygen as terminal oxidant is an important area in green chemistry. In this work, we describe the use of graphite-supported gold nanoparticles (AuNPs/C) to catalyze aerobic oxidation of cyclic and acyclic benzylic amines to the corresponding imines with moderate-to-excellent substrate conversions (43-100%) and product yields (66-99%) (19 examples). Oxidation of N-substituted 1,2,3,4- tetrahydroisoquinolines in the presence of aqueous NaHCO3 solution gave the corresponding amides in good yields (83-93%) with high selectivity (up to amide/enamide=93:4) (6 examples). The same protocol can be applied to the synthesis of benzimidazoles from the reaction of o-phenylenediamines with benzaldehydes under aerobic conditions (8 examples). By simple centrifugation, AuNPs/C can be recovered and reused for ten consecutive runs for the oxidation of dibenzylamine to N-benzylidene(phenyl) methanamine without significant loss of catalytic activity and selectivity. This protocol "AuNPs/C+O 2" can be scaled to the gram scale, and 8.9 g (84% isolated yield) of 3,4-dihydroisoquinoline can be obtained from the oxidation of 10 g 1,2,3,4-tetrahydroisoquinoline in a onepot reaction. Based on the results of kinetic studies, radical traps experiment, and Hammett plot, a mechanism involving the hydrogen-transfer reaction from amine to metal and oxidation of M-H is proposed.