Merrifield Resin Supported Ionic Liquids/Iodide as an Efficient and Recyclable Catalyst for the Synthesis of Benzimidazoles

被引:40
作者
Dong, Dao-Qing [1 ]
Chen, Wen-Jing [1 ]
Yang, Yun [2 ]
Gao, Xing [3 ]
Wang, Zu-Li [1 ]
机构
[1] Qingdao Agr Univ, Coll Chem & Pharmaceut Sci, Qingdao 266109, Peoples R China
[2] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Peoples R China
[3] Qilu Inst Technol, Sch Chem & Biol Engn, Jinan 250200, Shandong, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
Aldehyde; Amine; Aqueous; Benzimidazoles; Merrifield Resin; TOPOISOMERASE-I INHIBITION; SOLID-PHASE SYNTHESIS; QUINOLINE N-OXIDES; ONE-POT SYNTHESIS; ROOM-TEMPERATURE; METAL-FREE; C-H; DNA-BINDING; BASE-FREE; IODINE;
D O I
10.1002/slct.201900060
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Merrifield resin supported ionic liquids/iodide as an efficient and recyclable catalystfor the synthesis of benzimidazoles has been developed. The corresponding products were isolated in good to excellent yields. In addition, the Merrifield resin supported ionic Liquids/iodi iodide ne catalyst can be recovered and recycled by a simple filtration of the reaction solutionand reused for six times without significant decreases in activity.
引用
收藏
页码:2480 / 2483
页数:4
相关论文
共 86 条
[1]   A short synthesis of the PARP inhibitor 2-(4-trifluoromethylphenyl)benzimidazole-4-carboxamide (NU1077) [J].
Austen, SC ;
Kane, JM .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (04) :979-980
[2]   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
[3]   Molecular iodine-mediated synthesis of thiocarbamates from thiols, isocyanides and water under metal-free conditions [J].
Bao, Wen-Hu ;
Wu, Chao ;
Wang, Jing-Ting ;
Xia, Wen ;
Chen, Ping ;
Tang, Zilong ;
Xu, Xinhua ;
He, Wei-Min .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (37) :8403-8407
[4]   QUATERNARY-SALTS FROM 2-(METHYLPYRIDYL OR QUINOLYL)BENZIMIDAZOLES AND RELATED POLYMETHINE DYES [J].
BARNI, E ;
SAVARINO, P .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (08) :1583-1587
[5]   MOLECULAR RECOGNITION BETWEEN LIGANDS AND NUCLEIC-ACIDS - NOVEL PYRIDINE-CONTAINING AND BENZOXAZOLE-CONTAINING AGENTS RELATED TO HOECHST-33258 THAT EXHIBIT ALTERED DNA-SEQUENCE SPECIFICITY DEDUCED FROM FOOTPRINTING ANALYSIS AND SPECTROSCOPIC STUDIES [J].
BATHINI, Y ;
RAO, KE ;
SHEA, RG ;
LOWN, JW .
CHEMICAL RESEARCH IN TOXICOLOGY, 1990, 3 (03) :268-280
[6]  
Beaulieu PL, 2003, SYNTHESIS-STUTTGART, P1683
[7]   Benzimidazoles: Oxidative heterocyclization via nitrobenzene and dimethylsufloxide on silica submitted to microwave or ultraviolet irradiation [J].
Ben-Alloum, A ;
Bakkas, S ;
Soufiaoui, M .
TETRAHEDRON LETTERS, 1998, 39 (25) :4481-4484
[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]   Medical implications of benzimidazole derivatives as drugs designed for targeting DNA and DNA associated processes [J].
Bhattacharya, Santanu ;
Chaudhuri, Padmaparna .
CURRENT MEDICINAL CHEMISTRY, 2008, 15 (18) :1762-1777
[10]   Synthesis of photoactivable inhibitors of osteoclast vacuolar ATPase [J].
Biasotti, B ;
Dallavalle, S ;
Merlini, L ;
Farina, C ;
Gagliardi, S ;
Parini, C ;
Belfiore, P .
BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (10) :2247-2254