A One-Pot, Copper-Catalyzed Cascade Route to 2-Indolyl-C-glycosides

被引：27
|
作者：
Subramanian, Parthasarathi [1 ]
Kaliappan, Krishna P. [1 ]
机构：
[1] Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 03期
关键词：
Carbohydrates; C-glycosides; Nitrogen heterocycles; Alkynes; Copper; Domino reactions; ALPHA-C-MANNOSYLTRYPTOPHAN; 2,3-DISUBSTITUTED INDOLES; POLYSUBSTITUTED INDOLES; 1ST SYNTHESIS; ARYL; CYCLIZATION; SONOGASHIRA; DERIVATIVES; ANALOGS; CONSTRUCTION;
D O I：
10.1002/ejoc.201201208
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and high-yielding, one-pot, Cu-catalyzed synthesis of 2-indolyl-C-glycosides is delineated. The sequence involves a cascade Sonogashira type coupling and a hydroamination reaction between sugar-derived alkynes and N-tosyl-o-iodoaniline followed by removal of the N-tosyl group to provide a library of 2-indolyl-C-glycosides in moderate to excellent yields.
引用
收藏
页码：595 / 604
页数：10
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