DBSA mediated chemoselective synthesis of 2-substituted benzimidazoles in aqueous media

被引：43

作者：

Kumar, Vikash ^{[1
]}

Khandare, Dipratn G. ^{[1
]}

Chatterjee, Amrita ^{[1
]}

Banerjee, Mainak ^{[1
]}

机构：

[1] Birla Inst Technol & Sci, Dept Chem, Pilani 403726, Goa, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 40期

关键词：

Surfactant catalyzed reaction; Dehydration reaction in water; Dodecylbenzenesulfonic acid (DBSA); Chemoselective; 2-Substituted benzimidazoles; ONE-POT SYNTHESIS; 1,2-DISUBSTITUTED BENZIMIDAZOLES; CATALYZED SYNTHESIS; SELECTIVE SYNTHESIS; HIGHLY EFFICIENT; SUBSTITUTED BENZIMIDAZOLES; COMBINATORIAL SYNTHESIS; N-ALKYLATION; WATER; ACID;

D O I：

10.1016/j.tetlet.2013.07.147

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthetic method has been developed for the facile synthesis of 2-substituted benzimidazoles in organized aqueous media in the presence of a surfactant (viz. DBSA) as catalyst and I-2 as co-catalyst. The method described has the advantages of operational simplicity, excellent yields, high chemoselectivity, and clean and green reaction profile. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：5505 / 5509

页数：5

共 84 条

[1] "Microencapsulated" and Related Catalysts for Organic Chemistry and Organic Synthesis [J].

Akiyama, Ryo ;

Kobayashi, Shu .

CHEMICAL REVIEWS, 2009, 109 (02) :594-642

[2] A parallel-group comparison of astemizole and loratadine for the treatment of perennial allergic rhinitis [J].

AlMuhaimeed, H .

JOURNAL OF INTERNATIONAL MEDICAL RESEARCH, 1997, 25 (04) :175-181

[3] STEREOCHEMISTRY OF ORGANOMETALLIC COMPOUNDS .39. SYNTHESIS OF BENZIMIDAZOLES CONTAINING A FUSED ALICYCLIC RING BY RHODIUM - CATALYZED HYDROFORMYLATION OF N-ALKENYL-1,2-DIAMINOBENZENES [J].

ANASTASIOU, D ;

CAMPI, EM ;

CHAOUK, H ;

JACKSON, WR .

TETRAHEDRON, 1992, 48 (36) :7467-7478

[4] Recent developments on proton conducting poly(2,5-benzimidazole) (ABPBI) membranes for high temperature polymer electrolyte membrane fuel cells [J].

Asensio, JA ;

Gómez-Romero, P .

FUEL CELLS, 2005, 5 (03) :336-343

[5] Efficient protocol for the synthesis of quinoxaline, benzoxazole and benzimidazole derivatives using glycerol as green solvent [J].

Bachhav, Harshal M. ;

Bhagat, Saket B. ;

Telvekar, Vikas N. .

TETRAHEDRON LETTERS, 2011, 52 (43) :5697-5701

[6] Mild and highly efficient method for the synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles [J].

Bahrami, Kiumars ;

Khodaei, M. Mehdi ;

Naali, Fardin .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (17) :6835-6837

[7] A simple and efficient one-pot synthesis of 2-substituted benzimidazoles [J].

Bahrami, Kiumars ;

Khodaei, Mohammad Mehdi ;

Kavianinia, Iman .

SYNTHESIS-STUTTGART, 2007, (04) :547-550

[8] Synthesis of 1,2-disubstituted benzimidazoles, 2-substituted benzimidazoles and 2-substituted benzothiazoles in SDS micelles [J].

Bahrami, Kiumars ;

Khodaei, Mohammad M. ;

Nejati, Akbar .

GREEN CHEMISTRY, 2010, 12 (07) :1237-1241

[9]

Bai YJ, 2001, SYNLETT, P544

[10] Medical implications of benzimidazole derivatives as drugs designed for targeting DNA and DNA associated processes [J].

Bhattacharya, Santanu ;

Chaudhuri, Padmaparna .

CURRENT MEDICINAL CHEMISTRY, 2008, 15 (18) :1762-1777

← 1 2 3 4 5 6 7 8 9 →