Cu-Catalyzed Efficient Synthetic Methodology for Ebselen and Related Se-N Heterocycles

被引：125

作者：

Balkrishna, Shah Jaimin ^{[1
]}

Bhakuni, Bhagat Singh ^{[1
]}

Chopra, Deepak ^{[1
]}

Kumar, Sangit ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Bhopal IISER, Dept Chem, Bhopal 462023, MP, India

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 23期

关键词：

FREE-RADICAL SYNTHESIS; CONVENIENT SYNTHESIS; ORGANOBORONIC ACIDS; DIARYL DISULFIDES; ARYL HALIDES; SELENIUM; CLEAVAGE; ORGANOSELENIUM; CHEMISTRY; BOND;

D O I：

10.1021/ol102027j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient copper-catalyzed method for the synthesis of biologically important ebselen and related analogues containing a Se-N bond has been developed. This is the first report of a catalytic process of selenation and Se-N bond formation reaction. Copper-catalyzed reaction tolerates functional groups such as amides, hydroxyls, ethers, nitro, fluorides, and chlorides. The best results are obtained by using a combination of potassium carbonate as a base, Iodo- or bromo-arylamide substrates, selenium powder, and copper iodide catalyst.

引用

页码：5394 / 5397

页数：4

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