Functional 1,8-naphthyridine copper(I) complex as efficient catalyst for n-arylation of imidazoles coupling reactions

被引:0
|
作者
Gou, Gao-Zhang [1 ]
Wu, Na [1 ]
Zhang, Ju-Cheng [1 ]
Shi, Ling [1 ]
Liu, Gui-Yang [1 ]
Liu, Wei [1 ]
Mang, Chao-Yong [2 ]
Chi, Shao-Ming [3 ]
机构
[1] Honghe Univ, Sch Sci, Mengzi 661199, Yunnan, Peoples R China
[2] Dali Univ, Coll Pharmaceut Sci & Chem, Dali 671000, Yunnan, Peoples R China
[3] Yunnan Normal Univ, Coll Chem & Chem Engn, Kunming 650092, Yunnan, Peoples R China
基金
中国国家自然科学基金;
关键词
Catalysts; Cross-coupling reactions; N-Arylation; Copper(I) complex; Imidazoles; SPECTROSCOPIC PROPERTIES; NITROGEN-HETEROCYCLES; ARYL BROMIDES; LIGANDS; DERIVATIVES; HALIDES;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The functional 1,8-naphthyridine copper(I) complex, synthesized through a non-catalyst C(sp(3))-H methylenation, catalyzes the cross-coupling reaction of aryl halides with imidazoles, by C-N bond formation. The Cu(I) complex catalyzes the reaction with a low catalyst loading (1%, molar fraction) and cheap base even under aerobic conditions. The procedure tolerates aryl halides with various functional groups (such as methyl, methoxy, acetyl, fluoro, nitrile and nitro groups) and gives the corresponding coupling products in moderate to high yields.
引用
收藏
页码:181 / 185
页数:5
相关论文
共 50 条
  • [31] Efficient Manganese/Copper Bimetallic Catalyst for N-Arylation of Amides and Sulfonamides Under Mild Conditions in Water
    Teo, Yong-Chua
    Yong, Fui-Fong
    Ithnin, Idzham Khalid
    Yio, Siew-Hui Trionna
    Lin, Zhiyin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (03) : 515 - 524
  • [32] Copper Nanoparticles Supported on Zinc Oxide as Efficient Catalyst for the N-Arylation of (Hetero)cyclic and Acyclic Amides
    Moglie, Yanina
    Mascaro, Evangelina
    Zacconi, Flavia
    Radivoy, Gabriel
    CHEMISTRYSELECT, 2021, 6 (18): : 4412 - 4417
  • [33] A new copper complex on graphene oxide: A heterogeneous catalyst for N-arylation and C-H activation
    Mittal, Ayushi
    Kumari, Shweta
    Parmanand
    Yadav, Deepak
    Sharma, Sunil K.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (02)
  • [34] A short copper-copper distance in a (μ-1,2-peroxo)dicopper(II) complex having a 1,8-naphthyridine unit as an additional bridge
    He, C
    DuBois, JL
    Hedman, B
    Hodgson, KO
    Lippard, SJ
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2001, 40 (08) : 1484 - +
  • [35] 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
  • [36] Synthesis, spectroscopic properties and theoretical calculations on methylene bridged 1,8-naphthyridine ligands and copper(I) complex through a non-catalyst C(sp3)-H methylenation
    Gou, Gao-Zhang
    Zhou, Bo
    Chen, Xue-Bing
    Wang, Xue-Quan
    Mang, Chao-Yong
    Liu, Wei
    Chi, Shao-Ming
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2017, 56 (02): : 211 - 219
  • [37] Copper nanoparticle decorated organically modified montmorillonite (OMMT): An efficient catalyst for the N-arylation of indoles and similar heterocycles
    Talukdar, Dhrubajyoti
    Das, Gautam
    Thakur, Suman
    Karak, Niranjan
    Thakur, Ashim J.
    CATALYSIS COMMUNICATIONS, 2015, 59 : 238 - 243
  • [38] Recyclable copper-catalyst in aqueous media:: O- and N-arylation reactions towards the benzofuroindole framework
    Carril, Monica
    SanMartin, Raul
    Dominguez, Esther
    Tellitu, Imanol
    GREEN CHEMISTRY, 2007, 9 (03) : 219 - 220
  • [39] Copper Oxide Nanoparticles as a Mild and Efficient Catalyst for N-Arylation of Imidazole and Aniline with Boronic Acids at Room Temperature
    Borah, Raju Kumar
    Raul, Prasanta Kumar
    Mahanta, Abhijit
    Shchukarev, Andrey
    Mikkola, Jyri-Pekka
    Thakur, Ashim Jyoti
    SYNLETT, 2017, 28 (10) : 1177 - 1182
  • [40] A facile method to fabricate Cu0 supported on nanofibers as efficient catalyst using N-arylation reactions
    Li, Hengyu
    Bai, Jie
    Wang, Junzhong
    Li, Chunping
    MOLECULAR CATALYSIS, 2017, 431 : 49 - 56