Copper in Cross-Coupling Reactions: I. Sonogashira-Hagihara Reaction

被引:11
作者
Murashkina, A. V. [1 ]
Mitrofanov, A. Yu. [1 ]
Beletskaya, I. P. [1 ]
机构
[1] Moscow MV Lomonosov State Univ, Fac Chem, Moscow, Russia
基金
俄罗斯科学基金会;
关键词
copper catalysis; cross-coupling; Sonogashira-Hagihara reaction; green chemistry; ARYL IODIDES; PALLADIUM-FREE; TERMINAL ALKYNES; C-C; REUSABLE CATALYST; HETEROARYL HALIDES; SUZUKI-MIYAURA; SOLVENT-FREE; NANO-SILICA; LIGAND-FREE;
D O I
10.1134/S1070428019100014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The review addresses the problem of using copper catalysts in the palladium-free version of the Sonogashira-Hagihara reaction. Particular attention is paid to ligand-free catalytic systems, the use of water as solvent, and recyclability of catalysts.
引用
收藏
页码:1445 / 1458
页数:14
相关论文
共 68 条
  • [1] Monodispersed and Stable Nano Copper(0) from Copper- Aluminium Hydrotalcite: Importance in CC Couplings of Deactivated Aryl Chlorides
    Arundhathi, Racha
    Damodara, Dandu
    Mohan, Kakita Veera
    Kantam, Mannepalli Lakshmi
    Likhar, Pravin R.
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (04) : 751 - 756
  • [2] Palladium nanoparticles supported on natural nanozeolite clinoptilolite as a catalyst for ligand and copper-free C-C and C-O cross coupling reactions in aqueous medium
    Baghbanian, Seyed Meysam
    Yadollahy, Horieh
    Tajbakhsh, Mahmood
    Farhang, Maryam
    Biparva, Pourya
    [J]. RSC ADVANCES, 2014, 4 (107) : 62532 - 62543
  • [3] Palladium catalyst supported on PEGylated imidazolium based phosphinite ionic liquid-modified magnetic silica core-shell nanoparticles: a worthy and highly water-dispersible catalyst for organic reactions in water
    Bahadorikhalili, Saeed
    Ma'mani, Leila
    Mahdavi, Hossein
    Shafiee, Abbas
    [J]. RSC ADVANCES, 2015, 5 (87): : 71297 - 71305
  • [4] Copper-catalyzed synthesis of 1,3-enynes
    Bates, CG
    Saejueng, P
    Venkataraman, D
    [J]. ORGANIC LETTERS, 2004, 6 (09) : 1441 - 1444
  • [5] Supported copper precatalysts for ligand-free, palladium-free Sonogashira coupling reactions
    Biffis, Andrea
    Scattolin, Elena
    Ravasio, Nicoletta
    Zaccheria, Federica
    [J]. TETRAHEDRON LETTERS, 2007, 48 (49) : 8761 - 8764
  • [6] SYNTHESIS OF ARYL-SUBSTITUTED AND VINYL-SUBSTITUTED ACETYLENE DERIVATIVES BY USE OF NICKEL AND PALLADIUM COMPLEXES
    CASSAR, L
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 93 (02) : 253 - 257
  • [7] INDOLES BENZOFURANS PHTHALIDES AND TOLANES VIA COPPER(1) ACETYLIDES
    CASTRO, CE
    GAUGHAN, EJ
    OWSLEY, DC
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (12) : 4071 - +
  • [8] Palladium-free copper-catalyzed coupling reaction of aryl iodides and terminal acetylenes in water
    Chen, Gong
    Zhu, Xinhai
    Cai, Jiwen
    Wan, Yiqian
    [J]. SYNTHETIC COMMUNICATIONS, 2007, 37 (7-9) : 1355 - 1361
  • [9] CuI/PPh3/PEG-WATER: AN EFFICIENT CATALYTIC SYSTEM FOR CROSS-COUPLING REACTION OF ARYL IODIDES AND ALKYNES
    Chen, Gong
    Xie, Jianwei
    Weng, Jiang
    Zhu, Xinhai
    Zheng, Zhanchao
    Cai, Jiwen
    Wan, Yiqian
    [J]. SYNTHETIC COMMUNICATIONS, 2011, 41 (21) : 3123 - 3133
  • [10] A new, efficient, and inexpensive copper(II)/salicylic acid complex catalyzed Sonogashira-type cross-coupling of haloarenes and iodoheteroarenes with terminal alkynes
    Chen, Horung-Jyh
    Lin, Zhe-Yi
    Li, Meng-Yuan
    Lian, Ruei-Jheng
    Xue, Qing-Wen
    Chung, Jui-Lun
    Chen, Shu-Chih
    Chen, Yao-Jung
    [J]. TETRAHEDRON, 2010, 66 (39) : 7755 - 7761