SBA-15-SO3H catalysed room temperature synthesis of 2-aryl benzimidazoles and benzothiazoles

被引:15
作者
Arun, R. [1 ]
Athira, M. P. [1 ]
Remello, Sebastian Nybin [1 ,2 ]
Haridas, Suja [1 ,2 ]
机构
[1] Cochin Univ Sci & Technol, Dept Appl Chem, Kochi, Kerala, India
[2] Cochin Univ Sci & Technol, Interuniv Ctr Nanomat & Devices, Kochi, Kerala, India
关键词
Heterogeneous catalysis; Sulfonic acid functionalized SBA-15; Benzimidazoles; Benzothiazoles; SOLVENT-FREE SYNTHESIS; ONE-POT SYNTHESIS; 2-SUBSTITUTED BENZIMIDAZOLES; HETEROGENEOUS CATALYST; HIGHLY EFFICIENT; FUNCTIONALIZED SBA-15; SILICA CATALYSTS; GREEN SYNTHESIS; GRAPHENE OXIDE; ACID;
D O I
10.1007/s11144-023-02464-2
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
Herein, we report the synthesis of sulfonic acid functionalized SBA-15 by post-synthetic functionalization of mesoporous SBA-15. The successful incorporation of sulfonic acid moiety into the SBA-15 framework could be confirmed by physico-chemical characterization. The nature of acidic sites was confirmed using temperature-programmed desorption of ammonia. A simple synthetic route for the synthesis of 2-aryl benzimidazoles and benzothiazoles using SBA-15-SO3H as a green heterogeneous catalyst at room temperature was investigated. 100% conversion and an isolated yield of 70-85% could be obtained. The green synthetic approach offers reaction under ambient conditions, a simple work-up procedure, good to excellent yield and easy product isolation along with good recyclability.
引用
收藏
页码:2277 / 2294
页数:18
相关论文
共 89 条
[1]   Synthesis and Antibacterial Evaluation of Some Novel Imidazole and Benzimidazole Sulfonamides [J].
Al-Mohammed, Nassir N. ;
Alias, Yatimah ;
Abdullah, Zanariah ;
Shakir, Raied M. ;
Taha, Ekhlass M. ;
Hamid, Aidil Abdul .
MOLECULES, 2013, 18 (10) :11978-11995
[2]   Synthesis and Evaluation of Selected Benzimidazole Derivatives as Potential Antimicrobial Agents [J].
Alasmary, Fatmah A. S. ;
Snelling, Anna M. ;
Zain, Mohammed E. ;
Alafeefy, Ahmed M. ;
Awaad, Amani S. ;
Karodia, Nazira .
MOLECULES, 2015, 20 (08) :15206-15223
[3]   Novel coumarin benzimidazole derivatives as antioxidants and safer anti-inflammatory agents [J].
Arora, Radha Krishan ;
Kaur, Navneet ;
Bansal, Yogita ;
Bansal, Gulshan .
ACTA PHARMACEUTICA SINICA B, 2014, 4 (05) :368-375
[4]   Facile protocol for the synthesis of benzothiazole, benzoxazole and N-benzimidazole derivatives using rice husk derived chemically activated carbon [J].
Asatkar, Archana ;
Lambat, Trimurti L. ;
Mahmood, Sami ;
Mondal, Aniruddha ;
Singh, Man ;
Banerjee, Subhash .
MATERIALS TODAY-PROCEEDINGS, 2020, 29 :738-742
[5]   Synthesis of benzimidazoles and benzoxazoles using TiCl3OTf in ethanol at room temperature [J].
Azizian, Javad ;
Torabi, Parviz ;
Noei, Jalil .
TETRAHEDRON LETTERS, 2016, 57 (02) :185-188
[6]   Synthesis of 1,2-disubstituted benzimidazoles, 2-substituted benzimidazoles and 2-substituted benzothiazoles in SDS micelles [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Nejati, Akbar .
GREEN CHEMISTRY, 2010, 12 (07) :1237-1241
[7]   Synthesis and Antifungal Activity of 2-Chloromethyl-1H-benzimidazole Derivatives against Phytopathogenic Fungi in Vitro [J].
Bai, Yu-Bin ;
Zhang, An-Ling ;
Tang, Jiang-Jiang ;
Gao, Jin-Ming .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2013, 61 (11) :2789-2795
[8]   Photodegradation of doxycycline in water induced by TiO2-MCM-41. Kinetics, TOC evolution and reusability [J].
Berdini, Franco ;
Otalvaro, Julian Ortiz ;
Avena, Marcelo ;
Brigante, Maximiliano .
RESULTS IN ENGINEERING, 2022, 16
[9]   Magnetically separable MnFe2O4 nano-material: an efficient and reusable heterogeneous catalyst for the synthesis of 2-substituted benzimidazoles and the extended synthesis of quinoxalines at room temperature under aerobic conditions [J].
Brahmachari, Goutam ;
Laskar, Sujay ;
Barik, Puspendu .
RSC ADVANCES, 2013, 3 (34) :14245-14253
[10]   Synthesis and biological evaluation of benzimidazole-5-carbohydrazide derivatives as antimalarial, cytotoxic and antitubercular agents [J].
Camacho, Jose ;
Barazarte, Arthur ;
Gamboa, Neira ;
Rodrigues, Juan ;
Rojas, Rosario ;
Vaisberg, Abraham ;
Gilman, Robert ;
Charris, Jaime .
BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (06) :2023-2029