Cu-Catalyzed Polychloromethylamination of Styrenes through C(sp3)-H Bond Cleavage

被引：0
|
作者：
Zhu, Fengxiang [1 ]
Xue, Jianxin [1 ]
Yin, Pengpeng [1 ]
机构：
[1] Shanxi Univ, Sch Chem & Chem Engn, 92 Wucheng Rd S, Taiyuan 030006, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2023年 / 29卷 / 17期
基金：
中国国家自然科学基金;
关键词：
copper catalyst; multicomponent reaction; polychloromethylamination; radical; styrenes; 3-COMPONENT CARBOAMINATION; ALKENES; AMINO; DIFUNCTIONALIZATION; ALKYNES; ACCESS;
D O I：
10.1002/chem.202203079
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A copper-catalyzed three-component coupling reaction has been developed allowing the rapid building of valuable complex highly functionalized beta-polychloromethyl amines from simple styrenes, arylamines, and dichloromethane/chloroform. Using aryldiazonium salts as a radical initiator, a series of corresponding products are obtained with moderate to good yields under a carbon dioxide or nitrogen atmosphere (50 psi). In addition, good functional group tolerance can be observed.
引用
收藏
页数：5
相关论文
共 50 条
  • [41] Regioselective Alkylpolyfluoroarylation of Styrenes by Copper-Catalyzed C(sp3)-H and C(sp2)-H Double Activation
    Zheng, Chenggong
    Yan, Fangpei
    Liu, Yaomei
    Chen, Rui
    Zheng, Kaiting
    Xiao, Hua
    Li, Xiao-Xuan
    Feng, Yi-Si
    Fan, Shilu
    ORGANIC LETTERS, 2022, 24 (29) : 5462 - 5467
  • [42] Cu-catalyzed cross-dehydrogenative coupling:: A versatile strateav for C-C bond formations via the oxidative activation of sp3 C-H bonds
    Li, Zhiping
    Bohle, D. Scott
    Li, Chao-Jun
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2006, 103 (24) : 8928 - 8933
  • [43] Rhodium(III)-Catalyzed C(sp3)-H Bond Aminocarbonylation with Isocyanates
    Zhao, Huaiqing
    Zhou, Xi
    Li, Bo
    Liu, Xiufen
    Guo, Ningxin
    Lu, Zhengliang
    Wang, Shoufeng
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (07): : 4153 - 4159
  • [44] Metal-catalyzed functionalization of sp3 C-H bond
    Yun, Sang Young
    Wang, Kung-Pern
    Mamidipalli, Phani
    Lee, Nam-Kyu
    Lee, Daesung
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [45] Gold(I)-Catalyzed Intramolecular C(sp3)-H Bond Functionalization
    Miguelez, Ruben
    Arto, Omar
    Rodriguez-Arias, Carlos
    Barrio, Pablo
    SYNTHESIS-STUTTGART, 2025, 57 (06): : 1138 - 1152
  • [46] Palladium-catalyzed silyl C(sp3)-H bond activation
    Liang, Yun
    Geng, Weizhi
    Wei, Junnian
    Ouyang, Kunbing
    Xi, Zhenfeng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (08) : 1537 - 1542
  • [47] Rhodium(iii)-catalyzed regioselective oxidative annulation of anilines and allylbenzenes via C(sp3)-H/C(sp2)-H bond cleavage
    Liu, Yunqi
    Yang, Yudong
    Wang, Chunxia
    Wang, Zhishuo
    You, Jingsong
    CHEMICAL COMMUNICATIONS, 2019, 55 (08) : 1068 - 1071
  • [48] Palladium-Catalyzed Decarboxylative Alkynylation of α-Acyloxyketones by C(sp3)-O Bond Cleavage
    Doi, Ryohei
    Yabuta, Akimasa
    Sato, Yoshihiro
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (23) : 5884 - 5888
  • [49] Chemoselective Cleavage of C(CO)-C Bond: Molecular Iodine-Catalyzed Synthesis of Quinazolines through sp3 C-H Bond Functionalization of Aryl Methyl Ketones
    Tiwari, Abhishek R.
    Bhanage, Bhalchandra M.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (07) : 831 - 836
  • [50] Catalytic alkylation of unactivated C(sp3)-H bonds for C(sp3)-C(sp3) bond formation
    Chen, Zhen
    Rong, Meng-Yu
    Nie, Jing
    Zhu, Xue-Feng
    Shi, Bing-Feng
    Ma, Jun-An
    CHEMICAL SOCIETY REVIEWS, 2019, 48 (18) : 4921 - 4942
12345