HAT-Mediated Electrochemical Cross Dehydrogenative Coupling Reaction of Quinoxalin-2(1H)-ones with Ethers

被引：5
作者：
Li, Heng [1 ]
Qiang, Congcong [1 ]
Liao, Yujie [1 ]
Chu, Qiao [1 ]
Liu, Ping [1 ]
Sun, Peipei [1 ]
机构：
[1] Nanjing Normal Univ, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Sch Chem & Mat Sci, Jiangsu Prov Key Lab Mat Cycle Proc & Pollut Contr, Nanjing 210023, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 18期
基金：
中国国家自然科学基金;
关键词：
Electrochemical oxidation; hydrogen atom transfer; cross dehydrogenative coupling; quinoxalin-2(1H)-ones; ethers; C-H FUNCTIONALIZATION; C(SP(3))-H BONDS; HYDROGEN-ATOM; PHOTOREDOX; ELECTROSYNTHESIS; HETEROARENES; ALKYLATION; ACTIVATION;
D O I：
10.1002/adsc.202300644
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Herein, a method about hydrogen atom transfer (HAT) mediated electrochemical cross dehydrogenative coupling (CDC) reaction of heterocycles with ethers has been established. Saturated linear, branched or cyclic ethers were all suitable for this cross-coupling reaction to form the corresponding products in 70-98% yields. The advantages of this reaction are transition metal- and chemical oxidant-free conditions, high yields, and broad functional group tolerance, etc.
引用
收藏
页码：3149 / 3154
页数：6
相关论文
共 50 条
  • [31] Visible-light-mediated direct C3 alkylation of quinoxalin-2(1H)-ones using alkanes
    Niu, Kai-Kai
    Cui, Jing
    Dong, Rui-Zhi
    Yu, Shengsheng
    Liu, Hui
    Xing, Ling-Bao
    CHEMICAL COMMUNICATIONS, 2024, 60 (17) : 2409 - 2412
  • [32] Visible-Light-Promoted Deoxygenative Alkylation of Quinoxalin-2(1H)-ones with Activated Alcohols
    Wang, Lili
    Yang, Pengyuan
    Yuan, Jinwei
    Lian, Wei
    Jin, Xinrong
    Zhang, Sanyu
    Yang, Liangru
    Xing, Dongliang
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (09) : 6334 - 6344
  • [33] Metal-Free Direct C-H Cyanoalkylation of Quinoxalin-2(1H)-Ones by Organic Photoredox Catalysis
    Zhang, Wei
    Pan, Yu-Liang
    Yang, Chen
    Chen, Li
    Li, Xin
    Cheng, Jin-Pei
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (12) : 7786 - 7795
  • [34] Electro-oxidative C-H alkylation of quinoxalin-2(1H)-ones with organoboron compounds
    Niu, Kaikai
    Hao, Yanke
    Song, Lingyun
    Liu, Yuxiu
    Wang, Qingmin
    GREEN CHEMISTRY, 2021, 23 (01) : 302 - 306
  • [35] Copper-Catalyzed Alkylation of Quinoxalin-2(1H )-ones with Styrenes and tert -Butyl Peroxybenzoate
    Zhong, Xiaoyang
    Li, Xinying
    Yao, Hua
    Yan, Zhaohua
    Guo, Hui
    Min, Li
    Lin, Sen
    SYNLETT, 2022, 33 (10) : 998 - 1002
  • [36] Organophotoredox and Hydrogen Atom Transfer Cocatalyzed C-H Alkylation of Quinoxalin-2(1H)-ones with Aldehydes, Amides, Alcohols, Ethers, or Cycloalkanes
    Wang, Liling
    Chen, Zhaoxing
    Fan, Guohua
    Liu, Xiaozu
    Liu, Peijun
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (21) : 14580 - 14587
  • [37] Arylaminomethyl Radical-Initiated Cascade Annulation Reaction of Quinoxalin-2(1H)-ones Catalyzed by Recyclable Photocatalyst Perovskite
    Si, Ya-Feng
    Sun, Kai
    Chen, Xiao-Lan
    Fu, Xiao-Yang
    Liu, Yan
    Zeng, Fan-Lin
    Shi, Tao
    Qu, Ling-Bo
    Yu, Bing
    ORGANIC LETTERS, 2020, 22 (17) : 6960 - 6965
  • [38] Metal-free C3 α-aminoalkylation of quinoxalin-2(1H)-ones with amines
    Jiang, Xinpeng
    Du, Xiaofan
    Chen, Keda
    Han, Hang
    Xu, Di
    Zhu, Binbing
    Jiang, Le
    Fang, Liyun
    Yu, Chuanming
    TETRAHEDRON LETTERS, 2021, 84
  • [39] Site-specific C-H chalcogenation of quinoxalin-2(1H)-ones enabled by Selectfluor reagent
    Yuan, Jin-Wei
    Zhang, Yang
    Huang, Guang-Chao
    Ma, Meng-Yao
    Yang, Teng-Yu
    Yang, Liang-Ru
    Zhang, Shou-Ren
    Mao, Pu
    Qu, Ling-Bo
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (24) : 6937 - 6949
  • [40] Decarbonylative C3-Alkylation of Quinoxalin-2(1H)-Ones with Aliphatic Aldehydes via Photocatalysis
    Wang, Min
    Liu, Jie
    Zhang, Yicheng
    Sun, Peipei
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (15) : 2660 - 2665
12345