Synthesis of 2-substituted benzimidazoles by iodine-mediated condensation of orthoesters with 1,2-phenylenediamines

被引：67

作者：

Zhang, Zhan-Hui ^{[1
]}

Li, Jian-Jiong ^{[1
]}

Gao, Yuan-Zhe ^{[1
]}

Liu, Yu-Heng ^{[1
]}

机构：

[1] Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050091, Peoples R China

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2007年 / 44卷 / 06期

关键词：

D O I：

10.1002/jhet.5570440642

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodine was found to be an efficient catalyst for the synthesis of 2-substituted benzimidazoles by the condensation of orthoesters and 1,2-phenylenediamines in good to excellent yields under mild reaction conditions.

引用

页码：1509 / 1512

页数：4

共 70 条

[1] Molecular iodine in isopropenyl acetate (IPA): a highly efficient catalyst for the acetylation of alcohols, amines and phenols under solvent free conditions [J].

Ahmed, Naseem ;

van Lier, Johan E. .

TETRAHEDRON LETTERS, 2006, 47 (30) :5345-5349

[2] Microwave-mediated efficient protection of carbonyl compounds as 1,3-oxathiolanes in the presence of iodine under solvent free condition [J].

Bez, Ghanashyam ;

Baruah, Nabajyoti .

CHEMISTRY LETTERS, 2006, 35 (05) :542-543

[3] Molecular iodine catalyzed selective acetylation of alcohols with vinyl acetate [J].

Bosco, J. W. John ;

Agrahari, Aditya ;

Saikia, Anil K. .

TETRAHEDRON LETTERS, 2006, 47 (24) :4065-4068

[4] 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

[5] Conversion of sterically hindered diacylated 1,2-phenylenediamines into 2-substituted benzimidazoles [J].

Charton, J ;

Girault-Mizzi, S ;

Sergheraert, C .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2005, 53 (05) :492-497

[6]

Cui ZS, 2006, J CHEM RES-S, P390

[7] Studies on novel synthetic methodologies, part 85.: Iodine as an efficient catalyst for one-pot multicomponent synthesis of β-acetamido ketones [J].

Das, Biswanath ;

Reddy, K. Ravinder ;

Ramu, R. ;

Thirupathi, P. ;

Ravikanth, B. .

SYNLETT, 2006, (11) :1756-1758

[8] Iodine catalyzed simple and efficient synthesis of 14-aryl or alkyl-14-H-dibenzo[a,j]xanthenes [J].

Das, Biswanath ;

Ravikanth, B. ;

Ramu, R. ;

Laxminarayana, K. ;

Rao, B. Vittal .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 255 (1-2) :74-77

[9]

Dong LT, 2006, CHINESE CHEM LETT, V17, P733

[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

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