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
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
  • [1] Phenyliodonium Diacetate Mediated Carbotrifluoromethylation of Quinoxalin-2(1H)-ones
    Xue, Wenxuan
    Su, Yingpeng
    Wang, Ke-Hu
    Cao, Lindan
    Feng, Yawei
    Zhang, Weigang
    Huang, Danfeng
    Hu, Yulai
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (06) : 887 - 892
  • [2] Quinoxalin-2(1H)-ones: Chemical Synthesis, Fluorescence Properties and Applications
    Renault, Kevin
    Renard, Pierre-Yves
    Sabot, Cyrille
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (48)
  • [3] Metal-free oxidative coupling of quinoxalin-2(1H)-ones with arylaldehydes leading to 3-acylated quinoxalin-2(1H)-ones
    Yuan, Jin-Wei
    Fu, Jun-Hao
    Liu, Shuai-Nan
    Xiao, Yong-Mei
    Mao, Pu
    Qu, Ling-Bo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (17) : 3203 - 3212
  • [4] Transition-metal free direct C-H functionalization of quinoxalin-2(1H)-ones with oxamic acids leading to 3-carbamoyl quinoxalin-2(1H)-ones
    Yuan, Jin-Wei
    Zhu, Jun-Liang
    Zhu, Hu-Lin
    Peng, Fang
    Yang, Liang-Yu
    Mao, Pu
    Zhang, Shou-Ren
    Li, Yan-Chun
    Qu, Ling-Bo
    ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (02): : 273 - 285
  • [5] 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
  • [6] 3-(α-Chlorobenzyl)quinoxalin-2(1H)-ones as Versatile Reagents for the Synthesis of 3-Benzylquinoxalin-2(1H)-ones and Thiazolo[3,4-a]quinoxalin-4(5H)-ones
    Mamedov, Vakhid A.
    Zhukova, Nataliya A.
    Syakaev, Victor V.
    Beschastnova, Tat'yana N.
    Kadyrova, Milyausha S.
    Isaeva, Anastasiya O.
    Mamedova, Sevil, V
    Gavrilova, Elena L.
    Latypov, Shamil K.
    Sinyashin, Oleg G.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (08) : 2221 - 2234
  • [7] Copper-Catalyzed Direct Carbamoylation of Quinoxalin-2(1H)-ones with Hydrazinecarboxamides Under Mild Conditions
    Chu, Xianglong
    Wu, Yujuan
    Lu, Haigen
    Yang, Bingchuan
    Ma, Chen
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (09) : 1141 - 1144
  • [8] Photoinduced Decarboxylative C3-H Alkylation of Quinoxalin-2(1H)-ones
    Bisoyi, Akash
    Tripathy, Alisha Rani
    Yedase, Girish Suresh
    Sinu, P. Shifana
    Choudhury, Udita
    Yatham, Veera Reddy
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (04) : 2631 - 2641
  • [9] Three-Component Reactions of Quinoxalin-2(1H)-ones: Recent Advances
    Wang, Ke-Li
    Ji, Hong-Tao
    Ou, Li-Juan
    He, Wei-Min
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023,
  • [10] Electrochemical Oxidative C-H Cyanation of Quinoxalin-2(1H)-ones with TMSCN
    Zhan, Yanling
    Li, Yifan
    Tong, Jinwen
    Liu, Ping
    Sun, Peipei
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (15) : 2193 - 2197