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
  • [31] Allylic C(sp3)-C(sp3) Bond Formation Through Pd-Catalyzed C(sp3)-H Activation of Alkenes and 1,4-Dienes
    Muzart, Jacques
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (14) : 2268 - 2288
  • [32] Iron-Catalyzed C(sp3)-C(sp3) Bond Formation through C(sp3)-H Functionalization: A Cross-Coupling Reaction of Alcohols with Alkenes
    Zhang, Shu-Yu
    Tu, Yong-Qiang
    Fan, Chun-An
    Zhang, Fu-Min
    Shi, Lei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (46) : 8761 - 8765
  • [33] Cu-catalyzed alkylarylation of alkenes via N-directed remote C(sp3)-H functionalization
    Rui, Rong
    Wang, Bin
    Xu, Xiao-Jing
    Zhang, Zhe
    Chen, Xi
    Liu, Xue-Yuan
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (05) : 1484 - 1489
  • [34] Gold-catalyzed C(sp3)-H bond functionalization
    Xie, Jin
    Pan, Changduo
    Abdukader, Ablimit
    Zhu, Chengjian
    CHEMICAL SOCIETY REVIEWS, 2014, 43 (15) : 5245 - 5256
  • [35] Cu-Catalyzed [3+3] Annulation for the Synthesis of Pyrimidines via β-C(sp3)-H Functionalization of Saturated Ketones
    Zhan, Jun-Long
    Wu, Meng-Wei
    Chen, Fei
    Han, Bing
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (23): : 11994 - 12000
  • [36] Manganese-catalyzed regiospecific sp3 C-S bond formation through C-C bond cleavage of cyclobutanols
    Ren, Rongguo
    Wu, Zhen
    Zhu, Chen
    CHEMICAL COMMUNICATIONS, 2016, 52 (52) : 8160 - 8163
  • [37] Cobalt-Catalyzed Oxyalkylation of Styrenes via α-C(Sp3)-H Bond Activation of Ethers Without Organic Peroxides
    Li, Juanjuan
    Li, Jiale
    Yuan, Songdong
    Zhang, Qian
    Li, Dong
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (10) : 1842 - 1845
  • [38] Advances on Nickel-Catalyzed C(sp3)-C(sp3) Bond Formation
    Cheng Lei
    Zhou Qilin
    ACTA CHIMICA SINICA, 2020, 78 (10) : 1017 - 1029
  • [39] Cu-Catalyzed Intramolecular Amidation of Unactivated C(sp3)-H Bonds To Synthesize N-Substituted Indolines
    Pan, Fei
    Wu, Bin
    Shi, Zhang-Jie
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (19) : 6487 - 6490
  • [40] Aerobic iron-catalyzed site-selective C(sp3)-C(sp3) bond cleavage in N-heterocycles
    Leonard, David K.
    Li, Wu
    Rockstroh, Nils
    Junge, Kathrin
    Beller, Matthias
    CATALYSIS COMMUNICATIONS, 2021, 157
12345