Electrochemical oxidation of 4-(piperazin-1-yl)phenols in the presence of indole derivatives: The unique regioselectivity in the synthesis of highly conjugated bisindolyl-p-quinone derivatives

被引：18

作者：

Amani, Amene ^{[1
]}

Khazalpour, Sadegh ^{[1
]}

Nematollahi, Davood ^{[1
]}

机构：

[1] Bu Ali Sina Univ, Fac Chem, Hamadan 6517838683, Iran

来源：

JOURNAL OF ELECTROANALYTICAL CHEMISTRY | 2012年 / 670卷

关键词：

Electrochemical synthesis; 4-(Piperazin-1-yl)phenols; Bisindolyl-p-quinones; Michael type reaction; Cyclic voltammetry; KINETIC EVALUATION; O-BENZOQUINONE; 2,5-DIHYDROXY-3-(INDOL-3-YL)BENZOQUINONES; ACIDS;

D O I：

10.1016/j.jelechem.2012.02.003

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The electrochemical oxidation of 4-(piperazin-1-yl)phenols have been studied in the presence of indole derivatives as nucleophiles in water/acetonitrile mixture by means of cyclic voltammetry and controlled-potential coulometry. The reaction mechanism is believed to be oxidation of 4-(piperazin-1-yl)phenols, Michael addition reaction, oxidation of the formed adduct, another Michael addition reaction, oxidation of new adduct and hydrolysis (ECECEC). The results revealed that bisindolyl-p-quinones were synthesized through the regioselective addition of indoles to electrochemically generated quinone imines in good yields at carbon electrode in a divided cell. (C) 2012 Elsevier B.V. All rights reserved.

引用

页码：36 / 41

页数：6

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