A novel electrochemical method for the synthesis of 2,4-diamino-6-hydroxybenzofuro[2,3-b]pyridine-3-carbonitrile derivatives

被引:4
|
作者
Behbahani, Mohammad [1 ]
Mofakham, Hamid [1 ]
Ahmar, Hamid [1 ]
Bagheri, Akbar [1 ]
Fakhari, Ali Reza [1 ]
Shaabani, Ahmad [1 ]
机构
[1] Shahid Beheshti Univ, Dept Chem, GC, Tehran, Iran
关键词
Electro-organic synthesis; Benzofuro[2,3-b]pyridine; Hydroquinone; 2-Aminoprop-1-ene-1,1,3-tricarbonitrile; ORGANIC-REACTIONS; AQUEOUS-MEDIA; ARYLATION; OXIDATION; WATER; DIBENZOFURANS; CYCLIZATION; CARBAZOLES; CATECHOLS; FOCUS;
D O I
10.1016/j.jelechem.2012.05.002
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The electrochemical oxidation of hydroquinones has been studied in the presence of 2-aminoprop-1-ene-1,1,3-tricarbonitrile as a nucleophile in aqueous solution using cyclic voltammetry and controlled potential coulometry. The results indicate that the quinones derived from hydroquinones participate in Michael addition and then intramolecular nucleophilic addition to yield benzofuro[2,3-b]pyridine derivatives. The electrochemical synthesis of these new 2,4-diamino-6-hydroxybenzofuro[2,3-b]pyridine-3-carbonitrile derivatives has been performed successfully at a carbon-rod electrode in an undivided cell in good to excellent yields at room temperature. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:48 / 52
页数:5
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