The copper-catalyzed N-arylation of indoles

被引：578
|
作者：
Antilla, JC [1 ]
Klapars, A [1 ]
Buchwald, SL [1 ]
机构：
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 39期
关键词：
D O I：
10.1021/ja027433h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A general method for the N-arylation of indoles using catalysts derived from Cul and trans-1,2-cyclohexanediamine (1a), trans-N,N'-dimethyl-1,2-cyclohexanediamine (2a), or N,N'-dimethyl-ethylenediamine (3) is reported. N-Arylindoles can be produced in high yield from the coupling of an aryl iodide or aryl bromide with a variety of indoles.
引用
下载
收藏
页码：11684 / 11688
页数：5
相关论文
共 50 条
  • [11] Ligand free copper-catalyzed N-arylation of heteroarylamines
    Wang, Deping
    Kuang, Daizhi
    Zhang, Fuxing
    Liu, Yang
    Ning, Shunhua
    TETRAHEDRON LETTERS, 2014, 55 (51) : 7121 - 7123
  • [12] Copper-Catalyzed N-Arylation of Nitroenamines with Diaryliodonium Salts
    Aradi, Klara
    Meszaros, Adam
    Toth, Balazs L.
    Vincze, Zoltan
    Novak, Zoltan
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (22): : 11752 - 11764
  • [13] Mechanistic Studies on the Copper-Catalyzed N-Arylation of Amides
    Strieter, Eric R.
    Bhayana, Brijesh
    Buchwald, Stephen L.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (01) : 78 - 88
  • [14] 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
  • [15] An Effective N-Ligand for Copper-Catalyzed N-Arylation of Triazole
    Yang, Yan
    Jin, Yong-Sheng
    Hu, Hong-Gang
    Zhao, Qing-Jie
    Zou, Yan
    Wu, Qui-Ye
    ASIAN JOURNAL OF CHEMISTRY, 2010, 22 (09) : 7435 - 7437
  • [16] Diversification of Indoles via Microwave-assisted Ligand-free Copper-catalyzed N-Arylation
    Kwon, Jae-Kwan
    Lee, Jin -Hee
    Kim, Tae Sung
    Yum, Eul Kgun
    Park, Hee Jung
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2016, 37 (12) : 1927 - 1933
  • [17] 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
  • [18] Copper-catalyzed denitrogenative N-arylation of sulfoximines and sulfonamides with arylhydrazines
    Dong, Wanrong
    Liu, Chaoyang
    Ma, Xinchi
    Zhang, Yingjun
    Peng, Zhihong
    Xie, Dexun
    An, Delie
    TETRAHEDRON, 2019, 75 (29) : 3886 - 3893
  • [19] Copper-Catalyzed Selective N-Arylation of Oxadiazolones by Diaryliodonium Salts
    Soldatova, Natalia S.
    Semenov, Artem V.
    Geyl, Kirill K.
    Baykov, Sergey V.
    Shetnev, Anton A.
    Konstantinova, Anna S.
    Korsakov, Mikhail M.
    Yusubov, Mekhman S.
    Postnikov, Pavel S.
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (14) : 3566 - 3576
  • [20] Copper-catalyzed N-arylation of heterocycles in ethylene glycol medium
    Sharifi, A. (sharifi@ccerci.ac.ir), 1600, Sharif University of Technology (23):
12345