A mild and convenient protocol for the synthesis of quinoxalin-2(1H)-ones and benzimidazoles

被引：0
作者：
Luo, Zhenbiao [1 ]
Wang, Mingyuan [1 ]
Jiang, Guidong [1 ]
Wang, Xinye [1 ]
Zhao, Liang [1 ]
Hu, Zhihui [1 ]
Li, Honghe [1 ]
Ji, Qing [1 ]
机构：
[1] Moutai Inst, Dept Brewing Engn, Renhuai 564507, Guizhou, Peoples R China
来源：
RSC ADVANCES | 2024年 / 14卷 / 48期
基金：
中国国家自然科学基金;
关键词：
QUINOXALINE DERIVATIVES; BIOLOGICAL EVALUATION; CYCLIZATION; EFFICIENT; ANILINES; DESIGN;
D O I：
10.1039/d4ra06887d
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We present a mild and simple method for the cyclization of N-protected o-phenylenediamines with carbonyl compounds in the presence of trifluoroacetic acid. This method reliably provides various substrates of benzimidazoles and quinoxalin-2(1H)-ones, with all reactions conducted at room temperature, demonstrating excellent substrate adaptability and a broad substrate scope.
引用
收藏
页码：35386 / 35390
页数：5
相关论文
共 50 条
  • [41] Metal-Free Trifluoroalkylation of Quinoxalin-2(1H)-ones with Unactivated Alkenes and Langlois' Reagent
    Meng, Na
    Wang, Leilei
    Liu, Qishun
    Li, Qinyu
    Lv, Yufen
    Yue, Huilan
    Wang, Xiaojuan
    Wei, Wei
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (11) : 6888 - 6896
  • [42] 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
  • [43] Ionic liquid-catalysed regioselective oxygenation of quinoxalin-2(1H)-ones under visible-light conditions
    Badhani, Gaurav
    Biramya, Valvi Mangesh
    Adimurthy, Subbarayappa
    NEW JOURNAL OF CHEMISTRY, 2023, 47 (47) : 21596 - 21599
  • [44] 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
  • [45] Visible-light-induced decarboxylative alkylation of quinoxalin-2(1H)-ones with phenyliodine(III) dicarboxylates by cerium photocatalysis
    Zhang, Lixi
    He, Jingwen
    Zhang, Pengfei
    Zheng, Kai
    Shen, Chao
    MOLECULAR CATALYSIS, 2022, 519
  • [46] The C3-H Bond Functionalization of Quinoxalin-2(1H)-Ones With Hypervalent Iodine(III) Reagents
    Tan, Yushi
    Wang, Jiabo
    Zhang, Hong-Yu
    Zhang, Yuecheng
    Zhao, Jiquan
    FRONTIERS IN CHEMISTRY, 2020, 8
  • [47] Metal-free regioselective nitration of quinoxalin-2(1H)-ones with tert-butyl nitrite
    Li, Yi-Na
    Li, Xue-Lin
    Wu, Jin-Bo
    Jiang, Hong
    Liu, Yunmei
    Guo, Yu
    Zeng, Yao-Fu
    Wang, Zhen
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (48) : 10554 - 10559
  • [48] Visible-light-induced tandem reaction of quinoxalin-2(1H)-ones, alkenes, and sulfonyl chlorides
    Lu, Yaru
    Li, Meng
    Feng, Qianqian
    Zhang, Ziqin
    Zhang, Zhenting
    Lu, Kui
    Liu, Zhengyu
    Zhao, Xia
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (33) : 6799 - 6809
  • [49] The visible-light-triggered regioselective alkylation of quinoxalin-2(1H)-ones via decarboxylation coupling
    Zhang, Hongdou
    Xu, Jun
    Zhou, Min
    Zhao, Jianming
    Zhang, Pengfei
    Li, Wanmei
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (48) : 10201 - 10208
  • [50] 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
12345