A simple and efficient one-pot synthesis of 2-substituted benzimidazoles

被引：186

作者：

Bahrami, Kiumars ^{[1
]}

Khodaei, Mohammad Mehdi ^{[1
]}

Kavianinia, Iman ^{[1
]}

机构：

[1] Razi Univ, Dept Chem, Kermanshah 67149, Iran

来源：

SYNTHESIS-STUTTGART | 2007年 / 04期

关键词：

o-phenylenediamines; benzimidazoles; aryl aldehydes; hydrogen peroxide;

D O I：

10.1055/s-2007-965878

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient procedure for the synthesis of substituted benzimidazoles through a one-pot condensation of o-phenylenediamines with aryl aldehydes in the presence of H2O(2)/HCl system in acetonitrile at room temperature is described. Short reaction time, large-scale synthesis, easy and quick isolation of the products, and excellent yields are the main advantages of this procedure.

引用

收藏

页码：547 / 550

页数：4

相关论文

共 21 条

[1]

Bai YJ, 2001, SYNLETT, P544

[2] Electrophilic aromatic chlorination and haloperoxidation of chloride catalyzed by polyfluorinated alcohols: A new manifestation of template catalysis [J].

Ben-Daniel, R ;

de Visser, SP ;

Shaik, S ;

Neumann, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (40) :12116-12117

[3] NEW BENZIMIDAZOLE SYNTHESIS [J].

BENINCORI, T ;

SANNICOLO, F .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (03) :1029-1033

[4] MODEL SYSTEMS FOR TYPE-I COPPER PROTEINS - STRUCTURES OF COPPER COORDINATION-COMPOUNDS WITH THIOETHER AND AZOLE-CONTAINING LIGANDS [J].

BOUWMAN, E ;

DRIESSEN, WL ;

REEDIJK, J .

COORDINATION CHEMISTRY REVIEWS, 1990, 104 (01) :143-172

[5] An efficient and one-pot synthesis of imidazolines and benzimidazoles via anaerobic oxidation of carbon-nitrogen bonds in water [J].

Gogol, P ;

Konwar, D .

TETRAHEDRON LETTERS, 2006, 47 (01) :79-82

[6]

Grimment M. R., 1984, COMPREHENSIVE HETERO, V5, P457

[7] 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

[8] Arylation of heterocycles via rhodium-catalyzed C-H bond functionalization [J].

Lewis, JC ;

Wiedemann, SH ;

Bergman, RG ;

Ellman, JA .

ORGANIC LETTERS, 2004, 6 (01) :35-38

[9] A new class of symmetric bisbenzimidazole-based DNA minor groove-binding agents showing antitumor activity [J].

Mann, J ;

Baron, A ;

Opoku-Boahen, Y ;

Johansson, E ;

Parkinson, G ;

Kelland, LR ;

Neidle, S .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (02) :138-144

[10] Smart cleavage reactions: the synthesis of benzimidazoles and benzothiazoles from polymer-bound esters [J].

Matsushita, H ;

Lee, SH ;

Joung, M ;

Clapham, B ;

Janda, KD .

TETRAHEDRON LETTERS, 2004, 45 (02) :313-316