Electrochemical synthesis of selenocyanated imidazo[1,5-a]quinolines under metal catalyst- and chemical oxidant-free conditions

被引：33

作者：

Zhang, Jinjin ^{[1
]}

Wang, Huiqiao ^{[1
]}

Chen, Yaru ^{[1
]}

Xie, Haiquan ^{[1
]}

Ding, Chenghua ^{[1
]}

Tan, Jiajing ^{[3
]}

Xu, Kun ^{[1
,2
]}

机构：

[1] Nanyang Normal Univ, Coll Chem & Pharmaceut Engn, Nanyang 473061, Peoples R China

[2] Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China

[3] Beijing Univ Chem Technol, Dept Organ Chem, Fac Chem, Beijing 100029, Peoples R China

来源：

CHINESE CHEMICAL LETTERS | 2020年 / 31卷 / 06期

基金：

中国国家自然科学基金; 北京市自然科学基金;

关键词：

Electrosynthesis; Organic electrochemistry; Anodic oxidation; Imidazo[1,5-a]quinoline; Selenocyanation; ONE-POT SYNTHESIS; C-H BONDS; ACTIVATED ALKYNES; ACCESS; ACIDS; HETEROCYCLES; DISELENIDES; ALKENES;

D O I：

10.1016/j.cclet.2019.11.037

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reported herein is the first example of electrochemical selenocyanation of imidazo[1,5-a]quinolines with KSeCN under metal catalyst- and chemical oxidant-free conditions. This sustainable strategy shows a broad scope and great compatibility with functional groups, and affords synthetically and biologically important selenocyanated imidazo[1,5-a]quinolines in good to excellent yields with cheap graphite and Ni plates as the electrodes. The gram-scale synthesis was also successfully conducted, which might demonstrate the potential value of this electrochemical protocol. (c) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

引用

页码：1576 / 1579

页数：4

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