A Facile One-Pot Route for the General Synthesis of Triazole Linked Chiral 2-Substituted Benzimidazoles

被引：6

作者：

Dutta, Samrat ^{[1
]}

Sarkar, Swarbhanu ^{[1
]}

Sen, Asish Kumar ^{[1
]}

机构：

[1] CSIR, Indian Inst Chem Biol, Div Chem, Kolkata 700032, India

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2013年 / 50卷 / 03期

关键词：

AZIDE-ALKYNE CYCLOADDITION; PROMOTED SYNTHESIS; TERMINAL ALKYNES; EFFICIENT METHOD; SOLID-PHASE; DERIVATIVES; CATALYST; 2-ARYLBENZIMIDAZOLES; 2-ARYLBENZOTHIAZOLES; OXIDATION;

D O I：

10.1002/jhet.1525

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One-pot protocol for the synthesis of novel class of triazole linked 2-sugar and 2-aryl substituted benzimidazoles has been developed. The rapid and simple method involves copper (I) catalyzed simultaneous formation of benzimidazole and triazole rings at room temperature and in high yield.

引用

页码：689 / 695

页数：7

共 42 条

[1] Checkpoint kinase inhibitors: SAR and radioprotective properties of a series of 2-arylbenzimidazoles [J].

Arienti, KL ;

Brunmark, A ;

Axe, FU ;

McClure, K ;

Lee, A ;

Blevitt, J ;

Neff, DK ;

Huang, LM ;

Crawford, S ;

Pandit, CR ;

Karlsson, L ;

Breitenbucher, JG .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (06) :1873-1885

[2] 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

[3] 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

[4] A Simple, Mild, and Efficient Procedure for High-Yield Synthesis of Benzimidazoles Using Coppertriflate as Catalyst [J].

Chari, M. Adharvana ;

Sadanandam, P. ;

Shobha, D. ;

Mukkanti, K. .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (01) :153-155

[5] An experimental and computational analysis on the differential role of the positional isomers of symmetric bis-2-(pyridyl)-1H-benzimidazoles as DNA binding agents [J].

Chaudhuri, Padmaparna ;

Ganguly, Bishwajit ;

Bhattacharya, Santanu .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (06) :1912-1923

[6] Ytterbium triflate promoted synthesis of benzimidazole derivatives [J].

Curini, M ;

Epifano, F ;

Montanari, F ;

Rosati, O ;

Taccone, S .

SYNLETT, 2004, (10) :1832-1834

[7] Chemoselective covalent coupling of oligonucleotide probes to self-assembled monolayers [J].

Devaraj, NK ;

Miller, GP ;

Ebina, W ;

Kakaradov, B ;

Collman, JP ;

Kool, ET ;

Chidsey, CED .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (24) :8600-8601

[8] Preparation of biohybrid amphiphiles via the copper catalysed Huisgen [3+2] dipolar cycloaddition reaction [J].

Dirks, AJT ;

van Berkel, SS ;

Hatzakis, NS ;

Opsteen, JA ;

van Delft, FL ;

Cornelissen, JJLM ;

Rowan, AE ;

van Hest, JCM ;

Rutjes, FPJT ;

Nolte, RJM .

CHEMICAL COMMUNICATIONS, 2005, (33) :4172-4174

[9] Copper- and palladium-catalyzed intramolecular aryl guanidinylation: An efficient method for the synthesis of 2-aminobenzimidazoles [J].

Evindar, G ;

Batey, RA .

ORGANIC LETTERS, 2003, 5 (02) :133-136

[10] First Triazole-Linked Porphyrin-Fullerene Dyads [J].

Fazio, Michael A. ;

Lee, Olivia P. ;

Schuster, David I. .

ORGANIC LETTERS, 2008, 10 (21) :4979-4982

← 1 2 3 4 5 →