Copper Catalyzed N-Arylation of Amines in Ionic Liquid Using 1-Aryltriazenes as Aryl Surrogates

被引:3
|
作者
Kim, Kang M. [1 ]
Kim, Kang Min [1 ]
机构
[1] Kyungsung Univ, Dept Pharmaceut Sci & Technol, Busan 48434, South Korea
来源
CHEMISTRYSELECT | 2021年 / 6卷 / 11期
关键词
Aromatic Amine; 1-Aryltriazenes; C− C Coupling; Ionic Liquid; N-arylation;
D O I
10.1002/slct.202100180
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Serving [TMG][CH3COO] ionic liquid as solvent and promoter, a competent access to unsymmetrically substituted secondary amine is accomplished through a copper catalyzed mono arylation of aromatic/aliphatic amines with diverse 1-aryltriazenes. No base, ligand, co-catalyst, additional promoter or additives are necessary to drive the reaction. Varied functional group tolerance, shorter reaction time, better product yield, recycle and re-use of ionic liquid highlight this reaction as a better eco-friendly alternative for the conventional synthesis.
引用
收藏
页码:2709 / 2715
页数:7
相关论文
共 50 条
  • [41] Copper catalyzed N-arylation of sulfonamides with aryl bromides under ligand-free conditions
    Teo, Yong-Chua
    Tan, Yun-Ru
    Saanvi, M. Kyra
    Loh, Chu-Ken
    Tan, Swee-Ngin
    [J]. SYNTHETIC COMMUNICATIONS, 2023, 53 (14) : 1143 - 1152
  • [42] Copper-catalyzed N-arylation of aryl iodides with benzamides or nitrogen heterocycles in the presence of ethylenediamine
    Kang, SK
    Kim, DW
    Park, JN
    [J]. SYNLETT, 2002, (03) : 427 - 430
  • [43] Copper-Catalyzed Direct N-Arylation of Naphthalimides Using Diaryliodonium Salts
    Mao, Song
    Guo, Fenglou
    Li, Juan
    Geng, Xu
    Yu, Jianjun
    Han, Jianwei
    Wang, Limin
    [J]. SYNLETT, 2013, 24 (15) : 1959 - 1962
  • [44] Copper(I)-picolinic acid catalyzed N-arylation of hydrazides
    Lam, Miu Suen
    Lee, Hang Wai
    Chan, Albert S. C.
    Kwong, Fuk Yee
    [J]. TETRAHEDRON LETTERS, 2008, 49 (43) : 6192 - 6194
  • [45] Mild Conditions for Copper-Catalyzed N-Arylation of Imidazoles
    Chen, Huaming
    Wang, Deping
    Wang, Xianyang
    Huang, Wenlong
    Cai, Qian
    Ding, Ke
    [J]. SYNTHESIS-STUTTGART, 2010, (09): : 1505 - 1511
  • [46] Copper-Catalyzed N-Arylation of Indoles and Anilines with Aryltrialkoxysilanes
    Xie, Qi
    Zhang, Xiuqi
    Liu, Huijin
    Zhang, Fukuan
    Luo, Xuzhong
    Luo, Haiqing
    [J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (03)
  • [47] CuI/DMPAO-Catalyzed N-Arylation of Acyclic Secondary Amines
    Zhang, Yu
    Yang, Xinye
    Yao, Qizheng
    Ma, Dawei
    [J]. ORGANIC LETTERS, 2012, 14 (12) : 3056 - 3059
  • [48] Copper (I) Catalyzed N-Arylation of Azoles, the Recent Developments
    Sorokin, V. I.
    [J]. MINI-REVIEWS IN ORGANIC CHEMISTRY, 2008, 5 (04) : 323 - 330
  • [49] Copper-catalyzed N-Arylation of the Adduct of Malononitrile and Trichloroacetonitrile
    Nematpour, Manijeh
    Abedi, Elham
    Abedi, Elahe
    Lotfi, Mahbob
    [J]. LETTERS IN ORGANIC CHEMISTRY, 2018, 15 (09) : 727 - 730
  • [50] Efficient N-arylation of amines catalyzed by Cu-Fe-hydrotalcite
    Jadhav, Vinod H.
    Dumbre, Deepa K.
    Phapale, Vilas B.
    Borate, Hanumant B.
    Wakharkar, Radhika D.
    [J]. CATALYSIS COMMUNICATIONS, 2007, 8 (01) : 65 - 68