Copper-Catalyzed Sonogashira Reaction in Water

被引：31
|
作者：
Liu, Yujia [1 ]
Blanchard, Vincent [1 ]
Danoun, Gregory [1 ]
Zhang, Zhaoyang [2 ]
Tlili, Anis [1 ]
Zhang, Wenlong [2 ]
Monnier, Florian [1 ]
Van der Lee, Arie [3 ]
Mao, Jincheng [2 ]
Taillefer, Marc [1 ]
机构：
[1] Inst Charles Gerhardt, CNRS, Ecole Natl Super Chim Montpellier, UMR 5253, 8 Rue Ecole Normale, F-34296 Montpellier 05, France
[2] Southwest Petr Univ, State Key Lab Oil & Gas Reservoir Geol & Exploita, Chengdu 610500, Sichuan, Peoples R China
[3] Univ Montpellier, CNRS, Inst Europeen Membranes, ENSCM,UMR 5635, F-34095 Montpellier 5, France
来源：
CHEMISTRYSELECT | 2017年 / 2卷 / 35期
关键词：
copper-catalyzed; mechanism; Sonogashira; turn-over; water; PALLADIUM-FREE CONDITIONS; ARYL IODIDES; COUPLING REACTIONS; TERMINAL ALKYNES; CONJUGATED ENYNES; BOND FORMATION; VINYL IODIDES; ARYLATION; EFFICIENT; LIGANDS;
D O I：
10.1002/slct.201702854
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Copper-catalyzed Sonogashira reaction has been realized under biphasic conditions (water / organic substrates) allowing decreasing the copper loading up to 0.02-0.2 mol %. A potential intermediate species of the reaction, corresponding to a copper cluster linked with acetylide moiety, has been identified.
引用
收藏
页码：11599 / 11602
页数：4
相关论文
共 50 条
  • [1] Highly modulated bisindoles: ligands for copper-catalyzed Sonogashira reaction
    Wang, Xiu
    Wang, Zhenhua
    Wu, Ya
    Luo, Yanlong
    Zhang, Guofang
    Jian, Yajun
    Sun, Huaming
    Zhang, Weiqiang
    Gao, Ziwei
    APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (10) : 831 - 834
  • [2] Copper-catalyzed deacetonative Sonogashira coupling
    Kotovshchikov, Yury N.
    Binyakovsky, Artem A.
    Latyshev, Gennadij, V
    Lukashev, Nikolay, V
    Beletskaya, Irina P.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (38) : 7650 - 7657
  • [3] Microwave-assisted copper-catalyzed sonogashira reaction in PEG solvent
    Colacino, Evelina
    Daich, Latifa
    Martinez, Jean
    Lamaty, Frederic
    SYNLETT, 2007, (08) : 1279 - 1283
  • [4] Efficient Copper-Catalyzed Sonogashira Couplings of Aryl Halides with Terminal Alkynes in Water
    Yang, Daoshan
    Li, Bing
    Yang, Haijun
    Fu, Hua
    Hu, Liming
    SYNLETT, 2011, (05) : 702 - 706
  • [5] Mechanism of the Copper-Catalyzed Water Gas Shift Reaction
    Mao Jiang-Hong
    Ni Zhe-Ming
    Pan Guo-Xiang
    Xu Qian
    ACTA PHYSICO-CHIMICA SINICA, 2008, 24 (11) : 2059 - 2064
  • [6] Copper-Catalyzed Difluoroalkylation Reaction
    Dong, Dao-Qing
    Yang, Shao-Hui
    Wu, Pei
    Wang, Jin-Zhi
    Min, Ling-Hao
    Yang, Hao
    Zhou, Meng-Yu
    Wei, Ze-Hui
    Ding, Cai-Zhen
    Wang, Yan-Li
    Gao, Jia-Hui
    Wang, Shu-Jie
    Wang, Zu-Li
    MOLECULES, 2022, 27 (23):
  • [7] Copper-Catalyzed Enantioselective Sonogashira Type Coupling of Alkynes with α-Bromoamides
    Mo, Xueling
    Chen, Bin
    Zhang, Guozhu
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (33) : 13998 - 14002
  • [8] Efficient copper-catalyzed Sonogashira coupling reactions and simulation studies
    Ali, Imran
    Nighot, Dnyaneshwar
    Lone, Mohammad Nadeem
    Jain, Arvind
    SYNTHETIC COMMUNICATIONS, 2017, 47 (12) : 1175 - 1184
  • [9] Copper-catalyzed Sonogashira reactions: advances and perspectives since 2014
    Arundhathi, Koduvarathodi Vadakkethil
    Vaishnavi, Palemkunnummal
    Aneeja, Thaipparambil
    Anilkumar, Gopinathan
    RSC ADVANCES, 2023, 13 (07) : 4823 - 4834
  • [10] Recent advances and perspectives in copper-catalyzed Sonogashira coupling reactions
    Thomas, Anns Maria
    Sujatha, Asha
    Anilkumar, Gopinathan
    RSC ADVANCES, 2014, 4 (42): : 21688 - 21698
12345