Direct electrochemical C-3 arylation of Quinoxalin-2(1H)- ones with cyanoaromatics via paired electrolysis

被引：0
|
作者：
Deng, Yang [1 ]
Wang, Xiao-Wen [1 ]
Lv, Jin-Feng [1 ]
Guan, Zhi [1 ]
He, Yan-Hong [1 ]
机构：
[1] Southwest Univ, Sch Chem & Chem Engn, Key Lab Appl Chem Chongqing Municipal, Chongqing 400715, Peoples R China
来源：
TETRAHEDRON | 2024年 / 153卷
基金：
中国国家自然科学基金;
关键词：
Arylation; Quinoxalin-2(1H)-Ones; Cyanoaromatics; Electrochemistry; Paired electrolysis; IN-VITRO; DESIGN; DERIVATIVES; INHIBITORS; POTENT; METAL; STRATEGIES; ACIDS;
D O I：
10.1016/j.tet.2024.133839
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel and environmentally friendly electrochemical process is described for the direct C-3 arylation of quinoxalin-2(1H)-ones using readily available cyanoaromatics through paired electrolysis. The reaction features excellent atom economy, mild reaction conditions and simple operation (using undivided electrolytic cells at ambient temperature), without the need for oxidants, catalysts, metals, or sacrificial reagents. It offers a practical method of synthesizing 3-arylquinoxalin-2(1H)-one derivatives.
引用
收藏
页数：5
相关论文
共 50 条
  • [1] 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
  • [2] Transition Metal-Free Direct C-3 Arylation of Quinoxalin-2(1H)-ones with Arylamines under Mild Conditions
    Yuan, Jinwei
    Liu, Shuainan
    Qu, Lingbo
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (23) : 4197 - 4207
  • [3] Transition-metal-free direct C-3 alkylation of quinoxalin-2(1H)-ones with ethers
    Yuan, Jinwei
    Fu, Junhao
    Yin, Jihong
    Dong, Zhenhua
    Xiao, Yongmei
    Mao, Pu
    Qu, Lingbo
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (19): : 2820 - 2828
  • [4] Electrochemical C-H functionalization to synthesize 3-hydroxyalkylquinoxalin-2(1H)-ones via quinoxalin-2(1H)-ones and aldehydes
    Liu, Han-Fu
    He, Mu-Xue
    Tang, Hai-Tao
    Organic Chemistry Frontiers, 2022, 9 (21) : 5955 - 5961
  • [5] Electrochemical C-H functionalization to synthesize 3-hydroxyalkylquinoxalin-2(1H)-ones via quinoxalin-2(1H)-ones and aldehydes
    Liu, Han-Fu
    He, Mu-Xue
    Tang, Hai-Tao
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (21): : 5955 - 5961
  • [6] Copper-catalyzed C-3 benzylation of quinoxalin-2(1H)-ones with benzylsulfonyl hydrazides
    Xie, Dong
    Tian, Ren-Gui
    Zhang, Xue-Ting
    Tian, Shi-Kai
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (22) : 4518 - 4521
  • [7] Metal-Free Direct C-H Functionalization of Quinoxalin-2(1H)-Ones to Produce 3-Vinylated Quinoxalin-2(1H)-Ones in the Presence of Alkenes
    Ding, Rongcai
    Li, Yingxue
    Chang, Yaoyao
    Liu, Yue
    Yu, Jie
    Lv, Yanna
    Hu, Jinxing
    FRONTIERS IN CHEMISTRY, 2021, 9
  • [8] Direct C-H Arylation of Quinoxalin-2(H)-ones with Arylhydrazine hydrochlorides
    Liang, Yue-Pei
    He, Ya-Nan
    Jiang, Ze-Qun
    Yang, Li-Hua
    Xie, Long-Yong
    CHEMISTRYSELECT, 2023, 8 (05):
  • [9] Acid-Promoted Direct C-H Carbamoylation at the C-3 Position of Quinoxalin-2(1H)-ones with Isocyanide in Water
    Li, Yong
    Song, Gui-Ting
    Tang, Dian-Yong
    Xu, Zhi-Gang
    Chen, Zhong-Zhu
    ACS OMEGA, 2023, 8 (01): : 1577 - 1587
  • [10] Copper-Catalyzed Direct C-3 Benzylation of Quinoxalin-2(1H)-ones with Methylarenes under Microwave Irradiation
    Hu, Leqian
    Yuan, Jinwei
    Fu, Junhao
    Zhang, Taotao
    Gao, Lele
    Xiao, Yongmei
    Mao, Pu
    Qu, Lingbo
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (30) : 4113 - 4120
12345