Modular synthesis of 1-α- and 1-β-(indol-2-yl)-2′-deoxyribose C-nucleosides

被引:13
作者
Necas, David [2 ]
Hidasova, Denisa [2 ]
Hocek, Michal [1 ]
Kotora, Martin [1 ,2 ]
机构
[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, CR-16610 Prague 6, Czech Republic
[2] Charles Univ Prague, Dept Organ & Nucl Chem, Fac Sci, Prague 12843 2, Czech Republic
关键词
EFFICIENT SYNTHESIS; INDOLE-DERIVATIVES; AROMATIC STACKING; ARYLGLYCOSIDES; CYCLIZATION; ARYL; DNA; CONSTRUCTION; SONOGASHIRA; CONTEXT;
D O I
10.1039/c1ob05844d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple two-step method for the selective preparation of anomerically pure 1 alpha- and 1 beta-(indol-2-yl)deoxyribose derivatives was developed. The synthesis was based on the Sonogashira reaction of 1 alpha- and 1 beta-ethynyldeoxyribose and 2-haloanilines followed by a Pd-complex catalyzed cyclization to the corresponding indolyldeoxyribosides.
引用
收藏
页码:5934 / 5937
页数:4
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