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
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] Iron-Catalyzed Direct C3-H Trifluoromethylthiolation of Quinoxalin-2(1H)-ones
    Chen, Xiaoyu
    Geng, Yang
    Zhu, Yu
    Zou, Dapeng
    Wu, Yangjie
    Wu, Yusheng
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (02) : 214 - 219
  • [32] Metal-Free C3 Hydroxylation of Quinoxalin-2(1H)-ones in Water
    Peng, Sha
    Hu, Die
    Hu, Jia-Li
    Lin, Ying-Wu
    Tang, Shan-Shan
    Tang, Hai-Shan
    He, Jun-Yi
    Cao, Zhong
    He, Wei-Min
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (24) : 5721 - 5726
  • [33] Direct C(sp2)-H fluoroalkylation of quinoxalin-2(1H)-ones with (fluoroalkyl)triphenylphosphonium salts and alkenes
    Wang, Wenwen
    Zhu, Tonghao
    Wu, Jie
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (21) : 5375 - 5382
  • [34] Paired Electrolysis-Enabled Arylation of Quinoxalin-2(1H)-ones
    Hou, Jia-Cheng
    Jiang, Jun
    Wen, Yan-Cui
    Zeng, Yan-Yan
    Lu, Yu-Han
    Wang, Jia-Sheng
    Ou, Li-Juan
    He, Wei-Min
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (09): : 6117 - 6125
  • [35] 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
  • [36] Electrochemical decarboxylative C3 alkylation of quinoxalin-2(1H)-ones withN-hydroxyphthalimide esters
    Niu, Kaikai
    Song, Lingyun
    Hao, Yanke
    Liu, Yuxiu
    Wang, Qingmin
    CHEMICAL COMMUNICATIONS, 2020, 56 (78) : 11673 - 11676
  • [37] Electrochemical Dehydrogenative Cross-Coupling of Quinoxalin-2(1H)-ones with Amines for the Synthesis of 3-Aminoquinoxalinones
    Li, Ke-Jing
    Xu, Kun
    Liu, Yong-Guo
    Zeng, Cheng-Chu
    Sun, Bao-Guo
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (05) : 1033 - 1041
  • [38] Visible-light-promoted direct C-H/S-H cross-coupling of quinoxalin-2(1H)-ones with thiols leading to 3-sulfenylated quinoxalin-2(1H)-ones in air
    Xie, Long-Yong
    Chen, Yan-Ling
    Qin, Li
    Wen, Yuan
    Xie, Jian-Wei
    Tan, Jia-Xi
    Huang, Ying
    Cao, Zhong
    He, Wei-Min
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (24) : 3950 - 3955
  • [39] Photoinduced Dehydrogenative Amination of Quinoxalin-2(1H)-ones with Air as an Oxidant
    Jiao, Haoran
    Jing, Yue
    Niu, Kaikai
    Song, Hongjian
    Liu, Yuxiu
    Wang, Qingmin
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (08): : 5371 - 5381
  • [40] Photoinduced rapid Chloropropylation of Quinoxalin-2(1H)-ones with Cyclopropane and HCl
    Liang, Chenfeng
    Wang, Zhihao
    Chen, Qing
    Wu, Jirong
    Zhang, Pengfei
    Shen, Jiabin
    MOLECULAR CATALYSIS, 2024, 558