Ultrasound-Promoted Sustainable Synthesis and Antimicrobial Evaluation of 2-Aryl Benzimidazoles Catalyzed by BPAE at Room Temperature

被引:2
作者
Hiremath, Prashant B. [1 ]
Karnanna, Kantharaju [1 ]
机构
[1] Rani Channamma Univ, Peptide & Med Chem Res Lab, Dept Chem, NH-4, Belagavi 591156, Karnataka, India
关键词
Agro-waste; BPAE; ultrasound-promoted; 2-aryl benzimidazoles; room temperature; antimicrobial; ONE-POT SYNTHESIS; SUBSTITUTED BENZIMIDAZOLE; HETEROGENEOUS CATALYST; MICROWAVE IRRADIATION; BIOLOGICAL-ACTIVITY; EFFICIENT SYNTHESIS; BIS-BENZIMIDAZOLES; HIGHLY EFFICIENT; WATER EXTRACT; SOLVENT-FREE;
D O I
10.2174/2213337208666210212122027
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Background: Present-day chemists are more interested in developing and using green chemistry protocol for various organic transformations, which employ natural feedstock extracts, and solvent-free, and greener catalysts; they are well known for their non-hazardous nature and have replaced many organic and inorganic based catalysts. In literature, the reported homogenous catalytic approaches have been employed for various bioactive heterocycle syntheses, which follow the green chemistry principle established for various organic transformations catalyzed by WERSA, BFE, WEPPA, WEMFSA, WEMPA, and Eichhorniacrassipes. Among them, 2-aryl benzimidazole derivatives have emerged as prominent molecules with a wide variety of applications in biological and material science. Methods: The agro-waste sourced from the banana peel is utilized for the preparation of BPAE catalyst, which is employed for the synthesis of 2-aryl benzimidazole derivatives under ultrasound waves at room temperature. Results: Here, 2-Aryl benziinidazoles synthesized through the reaction of a substituted o-phenylene diamine with substituted benzoyl chloride catalyzed by BPAE under ultrasound waves at room temperature are described. Furthermore, catalyst BPAE is characterized by flame emission spectrometry, SEM-EDX, and XRD techniques. Conclusion: The present work established an eco-friendly, sustainable and novel approach for the synthesis of 2-aryl benzimidazoles using natural feedstock BPAE. The major merits of BPAE include its use as an agro-waste-derived catalyst. It is also highly abundant, inexpensive, yields faster reactions, has a simple worlcup, and does not require the use of column chromatography.
引用
收藏
页码:338 / 352
页数:15
相关论文
共 90 条
[1]   FeCl3-Doped Polyaniline Nanoparticles as Reusable Heterogeneous Catalyst for the Synthesis of 2-Substituted Benzimidazoles [J].
Abdollahi-Alibeik, Mohammad ;
Moosavifard, Marzieh .
SYNTHETIC COMMUNICATIONS, 2010, 40 (18) :2686-2695
[2]   Recent applications of microwave irradiation to medicinal chemistry [J].
Alcazar, Jesus ;
Oehlrich, Daniel .
FUTURE MEDICINAL CHEMISTRY, 2010, 2 (02) :169-176
[3]  
[Anonymous], 2015, J PHARM RES, V4, P1853
[4]   Efficient protocol for the synthesis of quinoxaline, benzoxazole and benzimidazole derivatives using glycerol as green solvent [J].
Bachhav, Harshal M. ;
Bhagat, Saket B. ;
Telvekar, Vikas N. .
TETRAHEDRON LETTERS, 2011, 52 (43) :5697-5701
[5]   Aromaticity as a cornerstone of heterocyclic chemistry [J].
Balaban, AT ;
Oniciu, DC ;
Katritzky, AR .
CHEMICAL REVIEWS, 2004, 104 (05) :2777-2812
[6]  
Ballini R., 2009, ECOFRIENDLY SYNTHESI, P275
[7]   Chemoselective synthesis of benzimidazoles on silica treated with thionyl chloride [J].
Ben Alloum, A ;
Bougrin, K ;
Soufiaoui, M .
TETRAHEDRON LETTERS, 2003, 44 (31) :5935-5937
[8]   OXIDATION WITH METAL OXIDES .2. OXIDATION OF CHALCONE PHENYLHYDRAZONES PYRAZOLINES OMICRON-AMINOBENZYLIDINE ANILS AND OMICRON-HYDROXY BENZYLIDINE ANILS WITH MANGANESE DIOXIDE [J].
BHATNAGAR, I ;
GEORGE, MV .
TETRAHEDRON, 1968, 24 (03) :1293-+
[9]  
Bhenki C, 2016, IRAN J CATAL, V6, P409
[10]   SYNTHESIS AND CHARACTERIZATION OF A GROUP OF DIHYDROPYRIMIDO-BENZIMIDAZOLE PHOTOSYSTEM-II HERBICIDES [J].
BOCION, PF ;
CATTANACH, CJ ;
EGGENBERG, P ;
GRESSEL, J ;
HAGMANN, ML ;
MALKIN, S ;
WENGER, J .
PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, 1987, 28 (01) :75-84