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
  • [1] A Practical Copper Catalyzed N-Arylation of Amines Using Aryl Triazenes as Aryl Source
    Chand, Shiv
    Kumar, Saurabh
    Singh, Rahul
    Singh, Krishna Nand
    CHEMISTRYSELECT, 2019, 4 (02): : 718 - 721
  • [2] Efficient Iron-Catalyzed N-Arylation of Aryl Halides with Amines
    Guo, Diliang
    Huang, He
    Xu, Jinyi
    Jiang, Hualiang
    Liu, Hong
    ORGANIC LETTERS, 2008, 10 (20) : 4513 - 4516
  • [3] Copper-catalyzed N-arylation of amines with aryliodonium ylides in water
    Nabar, Kasturi U.
    Bhanage, Bhalchandra M.
    Dawande, Sudam G.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2023, 19 : 1008 - 1014
  • [4] Copper-Catalyzed NaBAr 4 -Based N-Arylation of Amines
    Yang, Qin
    Lei, Xiaoli
    Yin, Zhijian
    Deng, Zhihong
    Peng, Yiyuan
    SYNTHESIS-STUTTGART, 2019, 51 (02): : 538 - 544
  • [5] Copper-catalyzed N-arylation of amines with hypervalent iodonium salts
    Kang, SK
    Lee, SH
    Lee, D
    SYNLETT, 2000, (07) : 1022 - 1024
  • [6] Mild copper-catalyzed N-arylation of azaheterocycles with aryl halides
    Kuil, M
    Bekedam, EK
    Visser, GM
    van den Hoogenband, A
    Terpstra, JW
    Kamer, PCJ
    van Leeuwen, PWNM
    van Strijdonck, GPF
    TETRAHEDRON LETTERS, 2005, 46 (14) : 2405 - 2409
  • [7] Efficient copper-catalyzed N-arylation of sulfoximines with aryl iodides and aryl bromides
    Sedelmeier, J
    Bolm, C
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (17): : 6904 - 6906
  • [8] Ultrasonication Assisted α-Arylation of N-heteroarenes Employing 1-Aryltriazenes Promoted by Bronsted Acidic Ionic Liquid under Aerobic Conditions
    Prabhala, Pavankumar
    Sutar, Suraj M.
    Kalkhambkar, Rajesh G.
    Jeong, Yeon T.
    CHEMISTRYSELECT, 2022, 7 (19):
  • [9] Copper-Catalyzed Synthesis of β- and δ-Carbolines by Double N-Arylation of Primary Amines
    Ban Van Phuc
    Ha Nam Do
    Nguyen Minh Quan
    Nguyen Ngoc Tuan
    Nguyen Quang An
    Nguyen Van Tuyen
    Hoang Le Tuan Anh
    Tran Quang Hung
    Tuan Thanh Dang
    Langer, Peter
    SYNLETT, 2021, 32 (10) : 1004 - 1008
  • [10] Palladium-Catalyzed Direct C2 Arylation of N-Substituted Indoles with 1-Aryltriazenes
    Liu, Can
    Miao, Tao
    Zhang, Lei
    Li, Pinhua
    Zhang, Yicheng
    Wang, Lei
    CHEMISTRY-AN ASIAN JOURNAL, 2014, 9 (09) : 2584 - 2589
12345