Nucleoside and nucleotide analogues by catalyst free Huisgen nitrile oxide-alkyne 1,3-dipolar cycloaddition

被引：24
|
作者：
Algay, Virginie [1 ]
Singh, Ishwar [1 ]
Heaney, Frances [1 ]
机构：
[1] Natl Univ Ireland, Dept Chem, Maynooth, Kildare, Ireland
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 02期
基金：
爱尔兰科学基金会;
关键词：
MICROWAVE-ASSISTED SYNTHESIS; ONE-POT SYNTHESIS; C-NUCLEOSIDES; ISOXAZOLE; REPLACEMENT; CHEMISTRY; DESIGN; ESTERS;
D O I：
10.1039/b917450h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient, catalyst free, 1,3-dipolar cycloaddition strategy to conjugate nucleosides and nucleotides with isoxazoles under atmospheric conditions and in an aqueous environment is reported. The protocol involves chloramine-T as a practical reagent to induce in situ nitrile oxide formation and the alkyne partner is attached to the sugar residue or the nucleobase. The reactions are regiospecific, fast and high yielding.
引用
收藏
页码：391 / 397
页数：7
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