A new approach for one-pot, green synthesis of new polycyclic indoles in aqueous solution

被引:11
作者
Ameri, Mohsen [1 ]
Asghari, Alireza [1 ]
Amoozadeh, Ali [1 ]
Bakherad, Mohammad [2 ]
机构
[1] Semnan Univ, Dept Chem, Semnan 35195363, Iran
[2] Shahrood Univ Technol, Coll Chem, Shahrood, Iran
关键词
Electro-oxidation; Phenylamine; Polycyclic indoles; Environmentally friendly; ECECCCCC mechanism; ELECTROCHEMICAL OXIDATION; ELECTROORGANIC SYNTHESIS; EFFICIENT SYNTHESIS; MECHANISM; DERIVATIVES; ELECTROSYNTHESIS; BENZOFURAN; DIVERSITY; MEDIA;
D O I
10.1016/j.cclet.2016.11.022
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Electro-oxidation of phenylamine derivatives (1a and 1b) have been studied in the presence of pyrazolidine-3,5-dione (3) as a nucleophile in phosphate buffer solution mixed with ethanol, using voltammetric and spectroscopic techniques. The obtained results indicated that the oxidized form of phenylamines (2a and 2b) participate in Michael addition type reactions with pyrazolidine-3,5-dione (3) and via ECECCCCC mechanisms convert to the corresponding new polycyclic indoles (12a and 12b). In the present study, new polycyclic indole derivatives were synthesized with good yields and high purity using a facile, one-pot and environmentally friendly electrochemical method, without any chemical catalysts, toxic solvents and hard conditions. (C) 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:1031 / 1034
页数:4
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