Direct synthesis of 5-aryltriazole acyclonucleosides via Suzuki coupling in aqueous solution

被引：31
作者：
Zhu, Ruizhi
Qu, Fanqi
Quelever, Gilles
Peng, Ling [1 ]
机构：
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China
[2] CNRS, UMR 6114, Dept Chim, F-13288 Marseille, France
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 13期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1016/j.tetlet.2007.01.154
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
5-Aryltriazole acyclonucleosides with various aromatic groups on the triazole ring were synthesized via the Suzuki coupling reaction in aqueous solution and promoted by microwave irradiation. Careful optimization of the reaction conditions led in good to excellent yields to the Suzuki products, while the cyclization side-reaction could be completely suppressed. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2389 / 2393
页数：5
相关论文
共 40 条
[1]   Palladium-assisted routes to nucleosides [J].
Agrofoglio, LA ;
Gillaizeau, I ;
Saito, Y .
CHEMICAL REVIEWS, 2003, 103 (05) :1875-1916
[2]  
BAGAL LI, 1969, CHEM ABSTR, V70
[3]  
BAGAL LI, 1967, KHIM GETEROTSIKL, P180
[4]   MODIFICATIONS ON THE HETEROCYCLIC BASE OF ACYCLOVIR - SYNTHESES AND ANTIVIRAL PROPERTIES [J].
BEAUCHAMP, LM ;
DOLMATCH, BL ;
SCHAEFFER, HJ ;
COLLINS, P ;
BAUER, DJ ;
KELLER, PM ;
FYFE, JA .
JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (08) :982-987
[5]   Cross-coupling reactions of unprotected halopurine bases, nucleosides, nucleotides and nucleoside triphosphates with 4-boronophenylalanine in water. Synthesis of (purin-8-yl)- and (purin-6-yl)phenylalanines [J].
Capek, Petr ;
Pohl, Radek ;
Hocek, Michal .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (11) :2278-2284
[6]  
*CCDC, 630923 CCDC
[7]   Acyclic nucleoside phosphonates: A key class of antiviral drugs [J].
De Clercq, E ;
Holy, A .
NATURE REVIEWS DRUG DISCOVERY, 2005, 4 (11) :928-940
[8]   Antiviral drug discovery and development: Where chemistry meets with biomedicine [J].
De Clercq, E .
ANTIVIRAL RESEARCH, 2005, 67 (02) :56-75
[9]   Antiviral drugs in current clinical use [J].
De Clercq, E .
JOURNAL OF CLINICAL VIROLOGY, 2004, 30 (02) :115-133
[10]   Strategies in the design of antiviral drugs [J].
De Clercq, E .
NATURE REVIEWS DRUG DISCOVERY, 2002, 1 (01) :13-25
1234