Copper-catalyzed intramolecular direct amination of sp2 C-H bonds for the synthesis of N-aryl acridones

被引：79
|
作者：
Zhou, Wang [1 ]
Liu, Yong [2 ]
Yang, Youqing [1 ]
Deng, Guo-Jun [2 ]
机构：
[1] Xiangtan Univ, Coll Chem Engn, Xiangtan 411105, Peoples R China
[2] Xiangtan Univ, Coll Chem, Xiangtan 411105, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 86期
基金：
美国国家科学基金会;
关键词：
OXIDATIVE FUNCTIONALIZATION; SINGLE-ELECTRON; PALLADIUM; AMIDATION; ROUTE; THIOXANTHONES; ACTIVATION; XANTHONES; LACTAMS; AZOLES;
D O I：
10.1039/c2cc35425j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A copper-catalyzed approach for the synthesis of N-aryl acridones via sp(2) C-H bond amination using air as oxidant under neutral conditions is disclosed. This reaction not only provides a complementary method for synthesizing medicinally important acridones, but also offers a new strategy for sp(2) C-H bond amination.
引用
收藏
页码：10678 / 10680
页数：3
相关论文
共 50 条
  • [21] Synthesis of isatins by the palladium-catalyzed intramolecular acylation of unactivated aryl C(sp2)-H bonds
    Li, Jue
    Zheng, Yang
    Yu, Xinling
    Lv, Songyang
    Wang, Qiantao
    Hai, Li
    Wu, Yong
    RSC ADVANCES, 2015, 5 (125) : 103280 - 103283
  • [22] Copper-catalyzed gem-difluoromethylenation of C(sp2)-H bonds of alkenes
    Xu, Hui
    Wang, Dejing
    Chen, Yunrong
    Wan, Wen
    Deng, Hongmei
    Ma, Kesen
    Wu, Shaoxiong
    Hao, Jian
    Jiang, Haizhen
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (07): : 1239 - 1243
  • [23] Stereoretentive Copper-Catalyzed Directed Thioglycosylation of C(sp2)-H Bonds of Benzamides
    Chabrier, Amelie
    Bruneau, Alexandre
    Benmahdjoub, Sara
    Benmerad, Belkacem
    Belaid, Sabrina
    Brion, Jean-Daniel
    Alami, Mouad
    Messaoudi, Samir
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (42) : 15006 - 15010
  • [24] Synthesis of Carbazoles by Copper-Catalyzed Intramolecular C-H/N-H Coupling
    Takamatsu, Kazutaka
    Hirano, Koji
    Satoh, Tetsuya
    Miura, Masahiro
    ORGANIC LETTERS, 2014, 16 (11) : 2892 - 2895
  • [25] Copper-Catalyzed Direct C(sp2)-H Sulfuration of Aryl Alkenes by Using Tetraalkylthiuram Disulfides for the Synthesis of Alkenyl Dithiocarbamates
    Jiao, Jing
    Zhang, Zhipeng
    SYNTHESIS-STUTTGART, 2022, 54 (16): : 3588 - 3594
  • [26] Copper-Catalyzed, Intramolecular Amination of Unactivated C(sp3)-H Bonds through Radical Relay
    Zuo, Liyan
    Yu, Fan
    Zhao, Shuai
    Wang, Wengui
    Wang, Shoufeng
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (18): : 13077 - 13084
  • [27] Regioselective intramolecular sp2 C-H amination: direct vs. mediated electrooxidation
    Shi, Jianxue
    Li, Jingjing
    Zhao, Wenjing
    Cui, Mengru
    Ni, Wanying
    Li, Lijun
    Liu, Wenmin
    Xu, Kun
    Zhang, Sheng
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (07): : 1581 - 1586
  • [28] Copper-catalyzed C(sp)-H aryl amination enables modular synthesis of quinolines and 2-quinolinones
    Gao, Yang
    Li, Haixia
    Yang, Simin
    Huo, Yanping
    Chen, Qian
    Li, Xianwei
    Wang, Zhe
    Hu, Xiao-Qiang
    SCIENCE CHINA-CHEMISTRY, 2024, 67 (02) : 595 - 603
  • [29] Copper-catalyzed C(sp)–H aryl amination enables modular synthesis of quinolines and 2-quinolinones
    Yang Gao
    Haixia Li
    Simin Yang
    Yanping Huo
    Qian Chen
    Xianwei Li
    Zhe Wang
    Xiao-Qiang Hu
    Science China Chemistry, 2024, 67 : 595 - 603
  • [30] Copper-catalyzed C(sp)-H aryl amination enables modular synthesis of quinolines and 2-quinolinones
    Yang Gao
    Haixia Li
    Simin Yang
    Yanping Huo
    Qian Chen
    Xianwei Li
    Zhe Wang
    Xiao-Qiang Hu
    Science China(Chemistry), 2024, 67 (02) : 595 - 603
12345