A Simple and Efficient Copper(II) Complex as a Catalyst for N-Arylation of Imidazoles

被引:12
|
作者
Jiao, Yanli [1 ]
Yan, Nannan [1 ]
Xie, Jianwei [1 ]
Ma, Xiaowei [1 ]
Liu, Ping [1 ]
Dai, Bin [1 ]
机构
[1] Shihezi Univ, Sch Chem & Chem Engn, Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi 832003, Xinjiang, Peoples R China
关键词
pyrrolecarbaldiminato-Cu complexes; homogeneous catalyst; N-arylation; imidazoles; N-heterocycles; ARYL HALIDES; COUPLING REACTIONS; C-N; CONTAINING HETEROCYCLES; IMINE LIGANDS; AMINES; IODIDES; WATER; DERIVATIVES; AMIDATION;
D O I
10.1002/cjoc.201201121
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Four inexpensive and air-/moisture-stable pyrrolecarbaldiminato-Cu complexes 14 were synthesized and evaluated to be a novel class of catalysts for the N-arylation of imidazoles with aryl halides. A variety of aryl iodides, bromides and activated aryl chlorides underwent the coupling with imidazoles, promoted by the catalyst 4, in moderate to good yields without the protection by an inert gas.
引用
收藏
页码:267 / 270
页数:4
相关论文
共 50 条
  • [1] A simple and efficient 2N2O-Cu(II) complex as a catalyst for N-arylation of imidazoles in water
    Liu, Yashuai
    Gu, Ningning
    Liu, Ping
    Xie, Jianwei
    Dai, Bin
    Liu, Yan
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2015, 29 (07) : 468 - 470
  • [2] A Simple and Efficient Catalytic System for N-Arylation of Imidazoles in Water
    Wang, Yi
    Wu, Zhiqing
    Wang, Lixia
    Li, Zhengkai
    Zhou, Xiangge
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (36) : 8971 - 8974
  • [3] NEW, SIMPLE, AND EFFECTIVE THIOSEMICARBAZIDE LIGAND FOR COPPER(II)-CATALYZED N-ARYLATION OF IMIDAZOLES
    Shan, Yuefeng
    Wang, Ying
    Jia, Xiaolei
    Cai, Wenwen
    Xiang, Jiannan
    [J]. SYNTHETIC COMMUNICATIONS, 2012, 42 (08) : 1192 - 1199
  • [4] Functional 1,8-naphthyridine copper(I) complex as efficient catalyst for n-arylation of imidazoles coupling reactions
    Gou, Gao-Zhang
    Wu, Na
    Zhang, Ju-Cheng
    Shi, Ling
    Liu, Gui-Yang
    Liu, Wei
    Mang, Chao-Yong
    Chi, Shao-Ming
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2018, 57 (02): : 181 - 185
  • [5] Bifunctional Salen-Cu(II) complex as efficient catalyst for N-arylation of imidazoles and Suzuki-Miyaura coupling reactions
    Yi Wang
    Jingyi Gao
    Mengdan Zhao
    Jiamei Li
    [J]. Chemical Research in Chinese Universities, 2015, 31 : 549 - 552
  • [6] Bifunctional Salen-Cu(II) Complex as Efficient Catalyst for N-Arylation of Imidazoles and Suzuki-Miyaura Coupling Reactions
    Wang Yi
    Gao Jingyi
    Zhao Mengdan
    Li Jiamei
    [J]. CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2015, 31 (04) : 549 - 552
  • [7] Efficient Copper-Catalyzed N-Arylation of Amides and Imidazoles with Aryl Iodides
    Ali, Md. Ashif
    Saha, Prasenjit
    Punniyamurthy, Tharmalingam
    [J]. SYNTHESIS-STUTTGART, 2010, (06): : 908 - 910
  • [8] Copper-catalyzed N-arylation of imidazoles and benzimidazoles
    Altman, Ryan A.
    Koval, Erica D.
    Buchwald, Stephen L.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (16): : 6190 - 6199
  • [9] Recyclable hydrophobic copper (II) phthalocyanine catalyzed N-arylation of imidazoles in dimethylsulfoxide
    Huang, Qiang
    Zhou, Limei
    Jiang, Xiaohui
    Qi, Xiaolong
    Wang, Zhonghua
    Lang, Wencheng
    [J]. CHINESE JOURNAL OF CATALYSIS, 2014, 35 (11) : 1818 - 1824
  • [10] N-Arylation of Imidazoles: An Overview
    Ananthu, Sudheesh
    Aneeja, Thaipparambil
    Anilkumar, Gopinathan
    [J]. CHEMISTRYSELECT, 2021, 6 (37): : 9794 - 9805