A highly effective sulfamic acid/methanol catalytic system for the synthesis of benzimidazole derivatives at room temperature

被引:67
作者
Zhang, Zhan-Hui [1 ]
Li, Tong-Shuang [1 ]
Li, Jian-Jiong [1 ]
机构
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang, Peoples R China
来源
MONATSHEFTE FUR CHEMIE | 2007年 / 138卷 / 01期
关键词
benzimidazole; o-phenylenediamines; orthoesters; sulfamic acid/methanol system; synthesis;
D O I
10.1007/s00706-006-0566-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Sulfamic acid/methanol was found to be an efficient catalytic system for the synthesis of benzimidazole compounds through the condensation of o-phenylenediamine with orthoester in high yields at room temperature.
引用
收藏
页码:89 / 94
页数:6
相关论文
共 53 条
[1]  
ALCALDE E, 1992, SYNTHESIS-STUTTGART, P395
[2]  
[Anonymous], 2003, TETRAHEDRON LETT, DOI DOI 10.1016/S0040-4039(03)01387-X
[3]   Silica sulfuric acid a novel and heterogeneous catalyst for the synthesis of some new oxindole derivatives [J].
Azizian, Javad ;
Mohammadi, Ali A. ;
Karimi, Narges ;
Mohammadizadeh, Mohammad R. ;
Karimi, Ali R. .
CATALYSIS COMMUNICATIONS, 2006, 7 (10) :752-755
[4]   NOVEL SYNTHESIS OF ARYLIMIDAZOLES USING MICROWAVE IRRADIATION IN DRY MEDIUM [J].
BOUGRIN, K ;
SOUFIAOUI, M .
TETRAHEDRON LETTERS, 1995, 36 (21) :3683-3686
[5]   An improved procedure for the synthesis of benzimidazoles, using palladium-catalyzed aryl-amination chemistry [J].
Brain, CT ;
Steer, JT .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (17) :6814-6816
[6]   An intramolecular palladium-catalysed aryl amination reaction to produce benzimidazoles [J].
Brain, CT ;
Brunton, SA .
TETRAHEDRON LETTERS, 2002, 43 (10) :1893-1895
[7]  
Chakrabarty M, 2006, HETEROCYCLES, V68, P967
[8]  
Cui ZS, 2006, J CHEM RES-S, P390
[9]   POTENTIAL ANTITUMOR AGENTS .59. STRUCTURE-ACTIVITY-RELATIONSHIPS FOR 2-PHENYLBENZIMIDAZOLE-4-CARBOXAMIDES, A NEW CLASS OF MINIMAL DNA-INTERCALATING AGENTS WHICH MAY NOT ACT VIA TOPOISOMERASE-II [J].
DENNY, WA ;
REWCASTLE, GW ;
BAGULEY, BC .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (02) :814-819
[10]   Synthesis of benzimidazoles in high-temperature water [J].
Dudd, LM ;
Venardou, E ;
Garcia-Verdugo, E ;
Licence, P ;
Blake, AJ ;
Wilson, C ;
Poliakoff, M .
GREEN CHEMISTRY, 2003, 5 (02) :187-192