Photo-/electrocatalytic functionalization of quinoxalin-2(1H)-ones

被引:139
作者
Sun, Kai [1 ]
Xiao, Fang [1 ,2 ]
Yu, Bing [1 ]
He, Wei-Min [3 ]
机构
[1] Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Henan, Peoples R China
[2] Cent South Univ, Xiangya Sch Publ Hlth, Changsha 410078, Hunan, Peoples R China
[3] Univ South China, Sch Chem & Chem Engn, Hengyang 421001, Hunan, Peoples R China
基金
中国国家自然科学基金;
关键词
Photocatalysis; Electrocatalysis; Quinoxalin-2(1H)-ones; C-H functionalization; VISIBLE-LIGHT PHOTOREDOX; CYCLOBUTANONE OXIME ESTERS; ARYL ACYL PEROXIDES; C-H ARYLATION; METAL-FREE; DECARBOXYLATIVE C3-DIFLUOROARYLMETHYLATION; MOLECULAR-OXYGEN; CARBOXYLIC-ACIDS; PHOTOCATALYST; QUINOXALINONES;
D O I
10.1016/S1872-2067(21)63850-0
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The photo-/electrocatalytic functionalization of quinoxalin-2(1H)-ones has emerged as a promising and powerful approach for post-synthetic modification of quinoxalin-2(1H)-ones. This review provides an overview of recent developments in photo-/electrocatalytic functionalization of quinoxalin-2(1H)-ones including arylation, alkylation, fluoroalkylation, amination, phosphorylation, acylation, alkoxylation, thiolation, silylation, and annulation. The reaction scope and the related mechanism are also well discussed. (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:1921 / 1943
页数:23
相关论文
共 106 条
[1]   Visible-Light-Promoted Switchable Synthesis of C-3-Functionalized Quinoxalin-2(1H)-ones [J].
Aganda, Kim Christopher C. ;
Hong, Boseok ;
Lee, Anna .
ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (05) :1443-1448
[2]   C-N bond forming cross-coupling reactions: an overview [J].
Bariwal, Jitender ;
Van der Eycken, Erik .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (24) :9283-9303
[3]   Sustainable electrochemical cross-dehydrogenative coupling of 4-quinolones and diorganyl diselenides [J].
Chen, Jin-Yang ;
Wu, Hong-Yu ;
Gui, Qing-Wen ;
Yan, Shan-Shu ;
Deng, Jie ;
Lin, Ying-Wu ;
Cao, Zhong ;
He, Wei-Min .
CHINESE JOURNAL OF CATALYSIS, 2021, 42 (09) :1445-1450
[4]   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
[5]   Visible light-driven organic photochemical synthesis in China [J].
Chen, Yiyun ;
Lu, Liang-Qiu ;
Yu, Da-Gang ;
Zhu, Cheng-Jian ;
Xiao, Wen-Jing .
SCIENCE CHINA-CHEMISTRY, 2019, 62 (01) :24-57
[6]   Organic photoredox catalyzed C-H silylation of quinoxalinones or electron-deficient heteroarenes under ambient air conditions [J].
Dai, Changhui ;
Zhan, Yanling ;
Liu, Ping ;
Sun, Peipei .
GREEN CHEMISTRY, 2021, 23 (01) :314-319
[7]   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
[8]   Synthesis of Difluoromethyl Ethers with Difluoromethyltriflate [J].
Fier, Patrick S. ;
Hartwig, John F. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (07) :2092-2095
[9]   Design, synthesis and molecular docking study of novel quinoxalin-2(1H)-ones as anti-tumor active agents with inhibition of tyrosine kinase receptor and studying their cyclooxygenase-2 activity [J].
Galal, Shadia A. ;
Khairat, Sarah H. M. ;
Ragab, Fatma A. F. ;
Abdelsamie, Ahmed S. ;
Ali, Mamdouh M. ;
Soliman, Salwa M. ;
Mortier, Jeremie ;
Wolber, Gerhard ;
El Diwani, Hoda I. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 86 :122-132
[10]   Visible-light-induced regioselective cross-dehydrogenative coupling of 2-isothiocyanatonaphthalenes with amines using molecular oxygen [J].
Gan, Ziyu ;
Li, Guoqing ;
Yang, Xiaobo ;
Yan, Qiuli ;
Xu, Guiyun ;
Li, Gaoyang ;
Jiang, Yuan-Ye ;
Yang, Daoshan .
SCIENCE CHINA-CHEMISTRY, 2020, 63 (11) :1652-1658