A mild, efficient and one-pot synthesis of 2-substituted benzimidazoles by ZrOCl2.8H2O catalyzed ring closure reaction

被引:0
作者
Reddy, Ch Sanjeeva [1 ]
Nagaraj, A. [1 ]
机构
[1] Kakatiya Univ, Dept Chem, Warangal 506009, Andhra Pradesh, India
来源
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 2008年 / 47卷 / 07期
关键词
ZrOCl2.8H(2)O; benzimidazole; orthoester; microwave irradiation;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A mild, efficient and one-pot synthesis of an array of 2-substituted benzimidazoles from an appropriate o-phenylenediamine and orthoesters such as orthoformate, orthoacetate and orthovalerate using ZrOCl2.8H(2)O. at room temperature and under microwave irradiation is described. Ecofriendly, solvent-Free methodology has been employed under microwave condition. Compared with the conventional method, microwave irradiation method has the advantages of excellent yields (81-93%) and shorter reaction time (5-10 min).
引用
收藏
页码:1154 / 1159
页数:6
相关论文
共 69 条
[1]  
Akbay A, 2003, ARZNEIMITTELFORSCH, V53, P266
[2]   Non-nucleoside benzimidazole-based allosteric inhibitors of the hepatitis C virus NS5B polymerase: Inhibition of subgenomic hepatitis C virus RNA replicons in Huh-7 cells [J].
Beaulieu, PL ;
Bousquet, Y ;
Gauthier, J ;
Gillard, J ;
Marquis, M ;
McKercher, G ;
Pellerin, C ;
Valois, S ;
Kukolj, G .
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (27) :6884-6892
[3]  
BOURUAH CR, 1994, J MED CHEM, V37, P1625
[4]  
Carlos R.D., 2007, TETRAHEDRON LETT, V48, P5777
[5]   Synthesis of benzimidazole based analogues of sphingosine-1-phosphate:: discovery of potent, subtype-selective S1P4 receptor agonists [J].
Clemens, JJ ;
Davis, MD ;
Lynch, KR ;
Macdonald, TL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (19) :4903-4906
[6]   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
[7]   A mild and efficient one-pot synthesis of 2-dihydroimidazoles from aldehydes [J].
Fujioka, H ;
Murai, K ;
Ohba, Y ;
Hiramatsu, A ;
Kita, Y .
TETRAHEDRON LETTERS, 2005, 46 (13) :2197-2199
[8]   HETEROCYCLES FROM N-ETHOXYCARBONYLTHIOAMIDES AND DINUCLEOPHILIC REAGENTS .2. 5-MEMBERED RINGS CONTAINING 2 HETEROATOMS AT 1,3 POSITIONS [J].
GEORGE, B ;
PAPADOPOULOS, EP .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (03) :441-443
[9]  
GOGI P, 2006, TETRAHEDRON LETT, V47, P79, DOI DOI 10.1016/J.TETLET.2005.10.134
[10]  
HABIB F, 2006, J MOL CATAL, V252, P150