Electrochemical C3-Fluoroalkoxylation of Quinoxalin-2(1H)-ones with Fluoroalkyl Alcohols for the Synthesis of 3-Fluoroalkoxylated Quinoxalin-2(1H)-ones

被引：0
|
作者：
Liu, Yuan-Yuan [1 ]
Chen, Lu [1 ]
Wang, Ting [1 ]
Wang, Guoqin [1 ]
Zhang, Minmin [2 ]
Jing, Linhai [1 ]
Han, Pan [1 ]
Zhang, Zheng-Bing [1 ]
机构：
[1] China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China
[2] Lunan Pharmaceut Grp Co Ltd, Natl Engn Technol Res Ctr Chiral Pharmaceut, Linyi 276005, Shandong, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 27卷 / 34期
关键词：
electrochemical synthesis; C-H fluoroalkoxylation; radical coupling; quinoxalin-2(1H)-ones; environmental friendliness; AEROBIC C3-H FLUOROALKOXYLATION; C-H FUNCTIONALIZATION; QUINOXALINONE; DERIVATIVES; INHIBITORS; CATALYSIS;
D O I：
10.1002/ejoc.202400628
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we report the first electricity-driven and metal-free C(3)-H fluoroalkoxylation of quinoxalin-2(1H)-ones with both alpha-monosubstituted and alpha,alpha-disubstituted fluoroalkyl alcohols. This strategy features the advantages of convenience, mildness, effEctiveness and broad substrate practicality for synthesizing a new type of 3-fluoroalkoxylated quinoxalin-2(1H)-ones.
引用
收藏
页数：6
相关论文
共 50 条
  • [31] Alkylation of quinoxalin-2(1H)-ones using phosphonium ylides as alkylating reagents
    Peng, Sha
    Liu, Jun-Jia
    Yang, Luo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (44) : 9705 - 9710
  • [32] Visible-light induced decarboxylative alkylation of quinoxalin-2(1H)-ones at the C3-position
    Xue, Wenxuan
    Su, Yingpeng
    Wang, Ke-Hu
    Zhang, Rong
    Feng, Yawei
    Cao, Lindan
    Huang, Dangfeng
    Hu, Yulai
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (27) : 6654 - 6661
  • [33] Piezocatalyzed Decarboxylative Acylation of Quinoxalin-2(1H)-ones Using Ball Milling
    He, Yu
    Wang, Gefei
    Hu, Wenbo
    Wei, Diandian
    Jia, Jiajia
    Li, Heng
    Yuan, Bingxin
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2023, 11 (03) : 910 - 920
  • [34] Application of Photochemical/Electrochemical Synthesis in C-H Functionalization of Quinoxalin-2(1H)-one
    Liu, Xiang
    Li, Wen
    Zhuang, Canzhan
    Cao, Hua
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (09) : 3459 - 3481
  • [35] The Cross-Dehydrogenative Coupling Reaction of β-Ketoesters with Quinoxalin-2(1H)-ones
    Zhang, Hong-Yu
    Yang, Zibing
    Zhang, Huizhen
    Han, Ya-Ping
    Zhao, Jiquan
    Zhang, Yuecheng
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (14) : 2126 - 2130
  • [36] Photocatalytic C3-H acylmethylation of quinoxalinone with sulfoxonium ylides for the synthesis of 3-(γ-dicarbonyl)-quinoxalin-2(1H)-ones
    Li, Wenli
    Zhang, Dongliang
    Wang, Yihong
    Zhu, Haibo
    Le, Zhanggao
    Xie, Zongbo
    MOLECULAR CATALYSIS, 2024, 563
  • [37] Visible light-promoted C3-H alkoxycarbonylation of quinoxalin-2(1H)-ones or coumarins with alkyloxalyl chlorides
    Lin, Yanchun
    Zhou, Xi
    Zheng, Yixuan
    Chen, Bingran
    Liu, Yang
    Zhang, Yi
    Yan, Qiongjiao
    Wang, Wei
    Chen, Fener
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (43) : 8591 - 8595
  • [38] H2O2-Promoted Alkylation of Quinoxalin-2(1H)-ones with Styrenes and Dimethyl Sulfoxide
    Zhong, Xiaoyang
    Yao, Hua
    Wang, Bingqing
    Yan, Zhaohua
    Xiong, Feng
    Lin, Sen
    SYNLETT, 2021, 32 (12) : 1213 - 1218
  • [39] Palladium(II)-Catalyzed Oxidative Arylation of Quinoxalin-2(1H)-ones with Arylboronic Acids
    Carrer, Amandine
    Brion, Jean-Daniel
    Messaoudi, Samir
    Alami, Mouad
    ORGANIC LETTERS, 2013, 15 (21) : 5606 - 5609
  • [40] Radical Fluorosulfonyl Heteroarylation of Unactivated Alkenes with Quinoxalin-2(1H)-ones and Related N
    Lin, Lu
    Wang, Peng
    Dong, Tao
    Tsui, Gavin Chit
    Liao, Saihu
    ORGANIC LETTERS, 2023, : 1088 - 1093
12345