Sustainable electrochemical cross-dehydrogenative coupling of 4-quinolones and diorganyl diselenides

被引：91
作者：
Chen, Jin-Yang [1 ]
Wu, Hong-Yu [3 ]
Gui, Qing-Wen [2 ]
Yan, Shan-Shu [2 ]
Deng, Jie [2 ]
Lin, Ying-Wu [1 ]
Cao, Zhong [3 ]
He, Wei-Min [1 ]
机构：
[1] Univ South China, Sch Chem & Chem Engn, Hengyang 421001, Hunan, Peoples R China
[2] Yangtze Normal Univ, Coll Chem & Chem Engn, Chongqing 408000, Peoples R China
[3] Changsha Univ Sci & Technol, Hunan Prov Key Lab Mat Protect Elect Power & Tran, Changsha 410114, Hunan, Peoples R China
来源：
CHINESE JOURNAL OF CATALYSIS | 2021年 / 42卷 / 09期
基金：
中国国家自然科学基金;
关键词：
Green chemistry; Cross-dehydrogenative coupling; Atom ecomnomy; Reusability; Electrochemistry; OXIDATIVE CYCLIZATION; H FUNCTIONALIZATION; METAL; ACCESS; QUINOXALIN-2(1H)-ONES; THIOCYANATION; HETEROCYCLES; DERIVATIVES; DISULFIDES; ALCOHOLS;
D O I：
10.1016/S1872-2067(20)63750-0
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
An environmentally friendly method for the synthesis of 3-organylselenyl quinolones through the electrochemical cross-dehydrogenative coupling of 4-quinolones and diorganyl diselenides was developed. As a green, atom economic and self-separating process, the present reaction requires neither external oxidants nor electrolytes, forming a recyclable catalytic system. (C) 2021, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码：1445 / 1450
页数：6
相关论文
共 64 条
[1]   Recent developments in the synthesis of biologically relevant selenium-containing scaffolds [J].
Banerjee, Bubun ;
Koketsu, Mamoru .
COORDINATION CHEMISTRY REVIEWS, 2017, 339 :104-127
[2]   Visible-light-promoted acridine red catalyzed aerobic oxidative decarboxylative acylation of α-oxo-carboxylic acids with quinoxalin-2(1H)-ones [J].
Bao, Pengli ;
Liu, Fei ;
Lv, Yufen ;
Yue, Huilan ;
Li, Jiang-Sheng ;
Wei, Wei .
ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (03) :492-498
[3]   Synthesis of amides from acid chlorides and amines in the bio-based solvent Cyrene™ [J].
Bousfield, Thomas W. ;
Pearce, Katharine P. R. ;
Nyamini, Simbarashe B. ;
Angelis-Dimakis, Athanasios ;
Camp, Jason E. .
GREEN CHEMISTRY, 2019, 21 (13) :3675-3681
[4]   The concept of dual roles design in clean organic preparation [J].
Cao, Zhong ;
Zhu, Qin ;
Lin, Ying-Wu ;
He, Wei-Min .
CHINESE CHEMICAL LETTERS, 2019, 30 (12) :2132-2138
[5]   Practical and sustainable approach for clean preparation of 5-organylselanyl uracils [J].
Chen, Jin-Yang ;
Zhong, Chun-Tao ;
Gui, Qing-Wen ;
Zhou, Yuan-Ming ;
Fang, Yang-Yang ;
Liu, Kai-Jian ;
Lin, Ying-Wu ;
Cao, Zhong ;
He, Wei-Min .
CHINESE CHEMICAL LETTERS, 2021, 32 (01) :475-479
[6]   Electrochemical Synthesis of α-Ketoamides under Catalyst-, Oxidant-, and Electrolyte-Free Conditions [J].
Chen, Jin-Yang ;
Wu, Hong-Yu ;
Gui, Qing-Wen ;
Han, Xiao-Ran ;
Wu, Yan ;
Du, Kui ;
Cao, Zhong ;
Lin, Ying-Wu ;
He, Wei-Min .
ORGANIC LETTERS, 2020, 22 (06) :2206-2209
[7]   Photocatalytic decarboxylative coupling between α-oxocarboxylicacids and alkenes [J].
Chen, Ziyue ;
Lu, Fangling ;
Yuan, Feng ;
Sun, Juanjuan ;
Du, Linyu ;
Li, Zhen ;
Gao, Meng ;
Shi, Renyi ;
Lei, Aiwen .
SCIENCE CHINA-CHEMISTRY, 2019, 62 (11) :1497-1500
[8]   Iodine-Catalyzed Selenylation of 2H-Indazole [J].
Dey, Amrita ;
Hajra, Alakananda .
JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (22) :14904-14910
[9]   Visible-light-induced deoxygenative C2-sulfonylation of quinoline N-oxides with sulfinic acids for the synthesis of 2-sulfonylquinoline via radical reactions [J].
Dong, Dao-Qing ;
Li, Li-Xia ;
Li, Guang-Hui ;
Deng, Qi ;
Wang, Zu-Li ;
Long, Shu .
CHINESE JOURNAL OF CATALYSIS, 2019, 40 (10) :1494-1498
[10]   Electrochemical Minisci-type trifluoromethylation of electron-deficient heterocycles mediated by bromide ions [J].
Dou, Gui-Yuan ;
Jiang, Yang-Ye ;
Xu, Kun ;
Zeng, Cheng-Chu .
ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (14) :2392-2397
1234567