ChemInform Abstract: An Efficient Synthesis of 2,4,5‐Triaryl‐1H‐imidazole Derivatives Catalyzed by Boric Acid in Aqueous Media under Ultrasound‐Irradiation.

The catalytic potential of pyridine‐2‐carboxlic acid has been evaluated for efficient, green and solvent free synthesis of 2,4,5‐trisubstituted imidazole derivatives 3a–3m. The compounds 3a–3m were synthesized by one pot condensation reaction of substituted aromatic aldehydes, benzil, and ammonium acetate in good to excellent yields (74–96 %). To explore the potential of these compounds against Alzheimer's disease, their inhibitory activities against acetylcholinesterase (AChE) were evaluated. In this series of compounds, compound 3m, bearing one ethoxy and a hydroxy group on the phenyl ring on 2,4,5‐trisubstituted imidazoles, proved to be a potent AChE inhibitor (102.56±0.14). Structure–activity relationship (SAR) of these compounds was developed. Molecular dockings were carried out for the compounds 3m, 3e, 3k, 3c, 3a, 3d, 3j, and 3f in order to further investigate the binding mechanism. The inhibitor molecule was molecularly docked with acetylcholinesterase to further study its binding mechanism. The amino group of the compound 3m forms an H‐bond with the oxygen atom of the residue (i. e., THR121) which has a bond length of 3.051 Å.

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“…Products were purified by recrystallization from methanol. [46] [47] [41] [48] [48] (3e). [49] [41] [41] [41] [41] [33] [50] [49]…”

Section: General Procedures For Synthesis Of 245-trisubstituted Imidmentioning

confidence: 99%

Organocatalyzed Solvent Free and Efficient Synthesis of 2,4,5‐Trisubstituted Imidazoles as Potential Acetylcholinesterase Inhibitors for Alzheimer's Disease

Pervaiz

Mutahir

Ullah

et al. 2020

Chemistry & Biodiversity

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“…The arylsubstituted imidazoles were obtained by reaction of aromatic aldehydes, primary amines, benzils and ammonium acetate (Figure 1) catalyzed by boric acid (Shelke et al 2009). All reagents used had commercial grade.…”

Section: General Procedures For the Synthesis Of Substituted Imidazolesmentioning

confidence: 99%

In vitro evaluation of arylsubstituted imidazoles derivatives as antiprotozoal agents and docking studies on sterol 14α-demethylase (CYP51) from Trypanosoma cruzi, Leishmania infantum, and Trypanosoma brucei

et al. 2019

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“…Imidazole ring are largely used in ionic liquids. Owing to such a huge importance of imidazole many methods for the synthesis of imidazole have been reported [5][6][7] . Radziszewski and Japp in 1882, synthesized imidazole for first time by reacting 1,2-dicarbonyl compound, a variety of aldehydes and ammonia 8 .…”

Section: Introductionmentioning

confidence: 99%

An Efficient Synthesis of 2,4,5-Triaryl-1h-Imidazole Using Sno2/Sio2 Nanocomposite Catalyst

Devkate¹,

Kola²,

Gaikwad³

et al. 2018

Int. Res. J. Pharm.

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SnO2/SiO2 catalyzed synthesis of 2,4,5-triarylimidazoles by the condensation of benzoin, aromatic aldehydes and ammonium acetate in presence of ethanol as solvent. The synthesis highlights a synthesis and use of SnO2/SiO2 nanocomposite heterogeneous catalyst and its reusability. The method is cost effective and ecofriendly. And use of ethanol as a solvent makes the method more green and efficient. The method has simple workup procedure and the products are obtained in good to moderate yields.

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ChemInform Abstract: An Efficient Synthesis of 2,4,5‐Triaryl‐1H‐imidazole Derivatives Catalyzed by Boric Acid in Aqueous Media under Ultrasound‐Irradiation.

Cited by 9 publications

References 1 publication

Organocatalyzed Solvent Free and Efficient Synthesis of 2,4,5‐Trisubstituted Imidazoles as Potential Acetylcholinesterase Inhibitors for Alzheimer's Disease

Organocatalyzed Solvent Free and Efficient Synthesis of 2,4,5‐Trisubstituted Imidazoles as Potential Acetylcholinesterase Inhibitors for Alzheimer's Disease

In vitro evaluation of arylsubstituted imidazoles derivatives as antiprotozoal agents and docking studies on sterol 14α-demethylase (CYP51) from Trypanosoma cruzi, Leishmania infantum, and Trypanosoma brucei

An Efficient Synthesis of 2,4,5-Triaryl-1h-Imidazole Using Sno2/Sio2 Nanocomposite Catalyst

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