Synthesis of 2-arylbenzimidazoles catalyzed by transition metal nitrates

被引:14
作者
Kalhor, Mehdi [1 ]
Mobinikhaledi, Akbar [2 ]
Jamshidi, Javad [2 ]
机构
[1] Payame Noor Univ, Dept Chem, Tehran, Iran
[2] Univ Arak, Dept Chem, Arak, Iran
关键词
Benzimidazole; Catalyst; o-Phenylenediamine; Aryl aldehyde; Transition metal; BENZIMIDAZOLE DERIVATIVES; PRIVILEGED SUBSTRUCTURES; ANTITUMOR-ACTIVITY; CONVERSION; ZEOLITE; ANALOGS; DESIGN;
D O I
10.1007/s11164-012-0825-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and practical procedure for synthesis of 2-arylbenzimidazoles by a one-pot condensation of o-phenylenediamine with aromatic aldehydes in the presence of a catalytic amount of M(NO3)(2)center dot 6H(2)O (M = Mn, Fe, Co, Ni, Cu) in ethanol at room temperature is described. Major advantages of this practical procedure are use of a readily available catalyst, high yields, short reaction times, and simplicity of the reaction and workup.
引用
收藏
页码:3127 / 3133
页数:7
相关论文
共 21 条
[1]   Pharmacological evaluation of benzimidazole derivatives with potential antiviral and antitumor activity [J].
Abu-Bakr, Sherifa M. ;
Bassyouni, Fatma A. ;
Rehim, Mohamed Abdel .
RESEARCH ON CHEMICAL INTERMEDIATES, 2012, 38 (09) :2523-2545
[2]  
Bai YJ, 2001, SYNLETT, P544
[3]  
BUCHEL KH, 1970, Z NATURFORSCH PT B, VB 25, P934
[4]   NA-DIRECTED ALKYLATING-AGENTS .6. SYNTHESIS AND ANTITUMOR-ACTIVITY OF DNA MINOR GROOVE-TARGETED ANILINE MUSTARD ANALOGS OF PIBENZIMOL (HOECHST-33258) [J].
GRAVATT, GL ;
BAGULEY, BC ;
WILSON, WR ;
DENNY, WA .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (25) :4338-4345
[5]  
Han X., 2008, RUSS J ORG CHEM, V863
[6]   Reductive transformation of α,β-epoxy ketones and other compounds promoted through photoinduced electron transfer processes with 1,3-dimethyl-2-phenylbenzimidazoline (DMPBI) [J].
Hasegawa, E ;
Yoneoka, A ;
Suzuki, K ;
Kato, T ;
Kitazume, T ;
Yanagi, K .
TETRAHEDRON, 1999, 55 (45) :12957-12968
[7]   The combinatorial synthesis of bicyclic privileged structures or privileged substructures [J].
Horton, DA ;
Bourne, GT ;
Smythe, ML .
CHEMICAL REVIEWS, 2003, 103 (03) :893-930
[8]  
Iemura R., 2009, J HETEROCYCLIC CHEM, V24, P31
[9]   Ammonium metavanadate: A novel catalyst for synthesis of 2-substituted benzimidazole derivatives [J].
Jadhav, Ganesh R. ;
Shaikh, Mohammad U. ;
Kale, Rajesh P. ;
Gill, Charansingh H. .
CHINESE CHEMICAL LETTERS, 2009, 20 (03) :292-295
[10]   Substituted 2,5'-bi-1H-benzimidazoles: Topoisomerase I inhibition and cytotoxicity [J].
Kim, JS ;
Gatto, B ;
Yu, C ;
Liu, A ;
Liu, LF ;
LaVoie, EJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (04) :992-998