Iron complex-catalyzed N-arylation of pyrazoles under aqueous medium

被引：43
|
作者：
Lee, Hang Wai [1 ]
Chan, Albert S. C. [1 ]
Kwong, Fuk Yee [1 ]
机构：
[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol, Inst Mol Technol Drug Discovery & Synth, Hong Kong, Hong Kong, Peoples R China
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 42期
关键词：
CROSS-COUPLING REACTION; SULFIDE OXIDATION; HYDROGEN-PEROXIDE; BOND FORMATION; ARYL HALIDES; PALLADIUM; COPPER; LIGANDS; ULLMANN; AMINES;
D O I：
10.1016/j.tetlet.2009.08.018
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Commercially available FeCl3 center dot 6H(2)O with conformationally rigid diamine ligand is a highly effective catalyst for N-arylation of pyrazoles using aryl and heteroaryl iodides. It is notable to show that this complex is tolerable under aqueous medium and particularly the whole reaction utilizes water as the sole solvent without any additional organic co-solvents and surfactants. Attempted study using other nitrogen nucleophiles is described. This newly developed system provides an alternative protocol to Cu- and Pd-catalyzed N-arylation reactions. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5868 / 5871
页数：4
相关论文
共 50 条
  • [41] Cobalt-Catalyzed N-Arylation of Nitrogen Nucleophiles in Water
    Teo, Yong-Chua
    Chua, Guan-Leong
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (13) : 3072 - 3075
  • [42] Copper-Catalyzed N-Arylation of Indoles and Anilines with Aryltrialkoxysilanes
    Xie, Qi
    Zhang, Xiuqi
    Liu, Huijin
    Zhang, Fukuan
    Luo, Xuzhong
    Luo, Haiqing
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (03)
  • [43] Mild Conditions for Copper-Catalyzed N-Arylation of Imidazoles
    Chen, Huaming
    Wang, Deping
    Wang, Xianyang
    Huang, Wenlong
    Cai, Qian
    Ding, Ke
    SYNTHESIS-STUTTGART, 2010, (09): : 1505 - 1511
  • [44] Copper (I) Catalyzed N-Arylation of Azoles, the Recent Developments
    Sorokin, V. I.
    MINI-REVIEWS IN ORGANIC CHEMISTRY, 2008, 5 (04) : 323 - 330
  • [45] Copper-catalyzed N-Arylation of the Adduct of Malononitrile and Trichloroacetonitrile
    Nematpour, Manijeh
    Abedi, Elham
    Abedi, Elahe
    Lotfi, Mahbob
    LETTERS IN ORGANIC CHEMISTRY, 2018, 15 (09) : 727 - 730
  • [46] Palladium-catalyzed N-arylation of O-methylamidoximes
    Anbazhagan, M
    Stephens, CE
    Boykin, DW
    TETRAHEDRON LETTERS, 2002, 43 (23) : 4221 - 4224
  • [47] 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
  • [48] CuI/proline-catalyzed n-arylation of nitrogen heterocycles
    Deng, W
    Wang, YF
    Zhang, C
    Liu, L
    Guo, QX
    CHINESE CHEMICAL LETTERS, 2006, 17 (03) : 313 - 316
  • [49] Copper fluorapatite catalyzed N-arylation of heterocycles with bromo and iodoarenes
    Kantam, M. Lakshmi
    Venkanna, G. T.
    Sridhar, Ch.
    Kumar, K. B. Shiva
    TETRAHEDRON LETTERS, 2006, 47 (23) : 3897 - 3899
  • [50] 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
12345