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
  • [21] Cu-catalyzed sp3 C-H bond oxidative functionalization of alkylazaarenes and substituted ethanones: an efficient approach to isoxazoline derivatives
    Wang, Gang-Wei
    Li, Shi-Xia
    Wu, Quan-Xiang
    Yang, Shang-Dong
    ORGANIC CHEMISTRY FRONTIERS, 2015, 2 (05): : 569 - 573
  • [22] Cu-Catalyzed C(sp3)-H Bond Activation Reaction for Direct Preparation of Cycloallyl Esters from Cycloalkanes and Aromatic Aldehydes
    Zhao, Jincan
    Fang, Hong
    Han, Jianlin
    Pan, Yi
    ORGANIC LETTERS, 2014, 16 (09) : 2530 - 2533
  • [23] Rhodium(I)-catalyzed stereoselective [4+2] cycloaddition of oxetanols with alkynes through C(sp3)-C(sp3) bond cleavage
    Guo, Rui
    Zheng, Xinxin
    Zhang, Dayong
    Zhang, Guozhu
    CHEMICAL SCIENCE, 2017, 8 (04) : 3002 - 3006
  • [24] Cu-Catalyzed Direct C-H Alkylation of Polyfluoroarenes via Remote C(sp3)-H Functionalization in Carboxamides
    Liu, Hong-Chao
    Li, Yuke
    Gong, Xiao-Ping
    Niu, Zhi-Jie
    Wang, Yu-Zhao
    Li, Ming
    Shi, Wei-Yu
    Zhang, Zhe
    Liang, Yong-Min
    ORGANIC LETTERS, 2021, 23 (07) : 2693 - 2698
  • [25] Unexpected Copper-Catalyzed Aerobic Oxidative Cleavage of C(sp3)-C(sp3) Bond of Glycol Ethers
    Liu, Zhong-Quan
    Zhao, Lixing
    Shang, Xiaojie
    Cui, Zili
    ORGANIC LETTERS, 2012, 14 (12) : 3218 - 3221
  • [26] Cu-Catalyzed [4+1] Annulation toward Indolo[2,1-a]isoquinolines through Oxidative C(sp3)/C(sp2)-H Bond Bifunctionalization
    Zhang, Tian-Shu
    Zhao, Qi
    Hao, Wen-Juan
    Tu, Shu-Jiang
    Jiang, Bo
    CHEMISTRY-AN ASIAN JOURNAL, 2019, 14 (07) : 1042 - 1049
  • [27] Cu-catalyzed C-N bond cleavage of 3-aminoindazoles for the C-H arylation of enamines
    Zhou, Yao
    Wang, Ya
    Song, Zhiyi
    Nakano, Tamaki
    Song, Qiuling
    ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (01) : 25 - 29
  • [28] Cu-Catalyzed Alkynylation of Unactivated C(sp3)-X Bonds with Terminal Alkynes through Directing Strategy
    Luo, Fei-Xian
    Xu, Xing
    Wang, Ding
    Cao, Zhi-Chao
    Zhang, Yun-Fei
    Shi, Zhang-Jie
    ORGANIC LETTERS, 2016, 18 (09) : 2040 - 2043
  • [29] Rhodium(I)-Catalyzed Sequential C(sp)C(sp3) and C(sp3)C(sp3) Bond Formation through Migratory Carbene Insertion
    Xia, Ying
    Feng, Sheng
    Liu, Zhen
    Zhang, Yan
    Wang, Jianbo
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (27) : 7891 - 7894
  • [30] 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
12345