1,2,3-Triazoles as leaving groups: SNAr reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles

被引:6
|
作者
Cirule, Dace [1 ]
Novosjolova, Irina [1 ]
Bizdena, Erika [1 ]
Turks, Maris [1 ]
机构
[1] Riga Tech Univ, Fac Mat Sci & Appl Chem, P Valdena Str 3, LV-1048 Riga, Latvia
来源
关键词
2,6-bistriazolyl purines; nucleophilic aromatic substitution; purine nucleosides; triazoles; CROSS-COUPLING REACTIONS; ADENOSINE RECEPTOR AGONISTS; PURINE NUCLEOSIDES; CHEMICAL-SYNTHESIS; DERIVATIVES; ANALOGS; GUANINE; 6-HALOPURINES; GLYCOSYLATION; INHIBITORS;
D O I
10.3762/bjoc.17.37
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new approach was designed for the synthesis of C6-substituted 2-triazolylpurine derivatives. A series of substituted products was obtained in SNAr reactions between 2,6-bistriazolylpurine derivatives and O- and C-nucleophiles under mild conditions. The products were isolated in yields up to 87%. The developed C-O and C-C bond forming reactions clearly show the ability of the 1,2,3-triazolyl ring at the C6 position of purine to act as leaving group.
引用
收藏
页码:410 / 419
页数:10
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