Efficient and Green Synthesis of 1,2-Disubstituted Benzimidazoles and Quinoxalines Using BrOnsted Acid Ionic Liquid, [(CH2)4SO3HMIM][HSO4], in Water at Room Temperature

被引:43
作者
Beheshtiha, Yahya S. [1 ]
Heravi, Majid M. [1 ]
Saeedi, Mina [1 ]
Karimi, Narges [1 ]
Zakeri, Masumeh [1 ]
Tavakoli-Hossieni, Niloofar [2 ]
机构
[1] Alzahra Univ, Dept Chem, Sch Sci, Tehran 1234, Iran
[2] Islamic Azad Univ, Mashhad Branch, Fac Sci, Dept Chem, Mashhad, Iran
关键词
BrOnsted acid ionic liquid; 1; 2-disubstituted benzimidazoles; quinoxalines; 1-(4-sulfonic acid)butyl-3-methylimidazolium hydrogen sulfate; CATALYZED SELECTIVE SYNTHESIS; BIS-BENZIMIDAZOLES; POWERFUL CATALYST; MOLECULAR-IODINE; DERIVATIVES; DESIGN; 2-ARYL-1-ARYLMETHYL-1H-1,3-BENZIMIDAZOLES; PROTOCOL; MEDIA;
D O I
10.1080/00397910903062280
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,2-Disubstituted benzimidazoles and quinoxalines have been synthesized in the presence of BrOnsted acid ionic liquid, [(CH2)4SO3HMIM][HSO4], in water at ambient temperature.
引用
收藏
页码:1216 / 1223
页数:8
相关论文
共 49 条
[1]  
Bailly C, 1999, ANTI-CANCER DRUG DES, V14, P291
[2]   An efficient protocol for the synthesis of quinoxaline derivatives at room temperature using molecular iodine as the catalyst [J].
Bhosale, RS ;
Sarda, SR ;
Ardhapure, SS ;
Jadhav, WN ;
Bhusare, SR ;
Pawar, RP .
TETRAHEDRON LETTERS, 2005, 46 (42) :7183-7186
[3]   An intramolecular palladium-catalysed aryl amination reaction to produce benzimidazoles [J].
Brain, CT ;
Brunton, SA .
TETRAHEDRON LETTERS, 2002, 43 (10) :1893-1895
[4]  
Brock E. D., 1999, [No title captured], Patent No. [WO 9951688, 9951688]
[5]   Synthesis and in vitro antitumor activity of new quinoxaline derivatives [J].
Corona, Paola ;
Carta, Antonio ;
Loriga, Mario ;
Vitale, Gabriella ;
Paglietti, Giuseppe .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (04) :1579-1591
[6]   Efficient and eco-friendly synthesis of dihydropyrimidinones, bis(indolyl) methanes, and N-alkyl and N-arylimides in ionic liquids [J].
Dabiri, M. ;
Salehi, P. ;
Baghbanzadeh, M. ;
Shakouri, M. ;
Otokesh, S. ;
Ekrami, T. ;
Doosti, R. .
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2007, 4 (04) :393-401
[7]   Water-Accelerated Selective Synthesis of 1,2-Disubstituted Benzimidazoles at Room Temperature Catalyzed by Brnsted Acidic Ionic Liquid [J].
Dabiri, Minoo ;
Salehi, Peyman ;
Baghbanzadeh, Mostafa ;
Shakouri Nikcheh, Maryam .
SYNTHETIC COMMUNICATIONS, 2008, 38 (23) :4272-4281
[8]   A recyclable and highly effective sulfamic acid/MeOH catalytic system for the synthesis of quinoxalines at room temperature [J].
Darabi, Hossein Reza ;
Mohandessi, Shabnam ;
Aghapoor, Kioumars ;
Mohsenzadeh, Farshid .
CATALYSIS COMMUNICATIONS, 2007, 8 (03) :389-392
[9]   STRUCTURE REVISION OF ANTIBIOTIC ECHINOMYCIN [J].
DELL, A ;
WILLIAMS, DH ;
MORRIS, HR ;
SMITH, GA ;
FEENEY, J ;
ROBERTS, GCK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (09) :2497-2502
[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