Copper(I)-2-(2′-pyridyl)benzimidazole catalyzed N-arylation of indoles

被引:36
|
作者
Haneda, Satoshi [1 ]
Adachi, Yusuke [1 ]
Hayashi, Masahiko [1 ]
机构
[1] Kobe Univ, Grad Sch Sci, Dept Chem, Kobe, Hyogo 6578501, Japan
关键词
N-arylation; Nitrogen ligand; Bidentate ligand; Benzimidazole; EFFICIENT COPPER CATALYST; CROSS-COUPLING REACTIONS; PHOSPHINE OXIDE LIGAND; MIZOROKI-HECK REACTION; PD-OXAZOLINE COMPLEX; ARYL HALIDES; C-N; BOND FORMATION; AMINO-ACIDS; STRUCTURAL-CHARACTERIZATION;
D O I
10.1016/j.tet.2009.10.014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cul-2-(2'-pyridyl)benzimidazole catalyst system can serve efficiently to promote N-arylation of various indoles to afford the N-arylated indoles. The bidentate ligand, 2-(2'-pyridyl)benzimidazole was proved superior to monodentate nitrogen-based ligands and well-known bidentate ligands such as 2,2'-bipyridyl and 1,10-phenanthroline. (C) 2009 Published by Elsevier Ltd.
引用
收藏
页码:10459 / 10462
页数:4
相关论文
共 50 条
  • [1] The copper-catalyzed N-arylation of indoles
    Antilla, JC
    Klapars, A
    Buchwald, SL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (39) : 11684 - 11688
  • [2] Copper-catalyzed N-arylation of Indoles
    Hisana, Kalathingal Nasreen
    Abdulla, Cheriya Mukkolakkol Afsina
    Anilkumar, Gopinathan
    CURRENT ORGANIC CHEMISTRY, 2022, 26 (09) : 857 - 886
  • [3] 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)
  • [4] An efficient 2-(2-Pyridyl)imidazole based copper catalyst for N-Arylation of N-heterocycles
    Sarkar, Gayetri
    Bandopadhyay, Nilaj
    Paramanik, Krishnendu
    Saha, Subhajit
    Panda, Subhra Jyoti
    Purohit, Chandra Shekhar
    Biswas, Bhaskar
    Das, Hari Sankar
    MOLECULAR CATALYSIS, 2023, 545
  • [5] Aqueous copper-catalyzed N-arylation of indoles: the surfactant strategy
    Liu, Songbai
    Zhou, Jiahui
    NEW JOURNAL OF CHEMISTRY, 2013, 37 (08) : 2537 - 2540
  • [6] Benzotriazole: an efficient ligand for the copper-catalyzed N-arylation of indoles
    Verma, Akhilesh Kumar
    Singh, Jaspal
    Larock, Richard C.
    TETRAHEDRON, 2009, 65 (40) : 8434 - 8439
  • [7] An efficient, mild, and selective Ullmann-type N-arylation of indoles catalyzed by copper(I) complex
    Rao, R. Koteshwar
    Naidu, Ajay B.
    Jaseer, E. A.
    Sekar, Govindasamy
    TETRAHEDRON, 2009, 65 (23) : 4619 - 4624
  • [8] Copper(I)-picolinic acid catalyzed N-arylation of hydrazides
    Lam, Miu Suen
    Lee, Hang Wai
    Chan, Albert S. C.
    Kwong, Fuk Yee
    TETRAHEDRON LETTERS, 2008, 49 (43) : 6192 - 6194
  • [9] Copper (I) Catalyzed N-Arylation of Azoles, the Recent Developments
    Sorokin, V. I.
    MINI-REVIEWS IN ORGANIC CHEMISTRY, 2008, 5 (04) : 323 - 330
  • [10] Efficient palladium-catalyzed N-arylation of indoles
    Old, DW
    Harris, MC
    Buchwald, SL
    ORGANIC LETTERS, 2000, 2 (10) : 1403 - 1406