Copper-catalyzed Markovnikov hydration of alkynes

被引:45
|
作者
Hassam, Mohammad [1 ]
Li, Wen-Shan [1 ,2 ]
机构
[1] Acad Sinica, Inst Chem, Taipei 115, Taiwan
[2] Natl Sun Yat Sen Univ, Doctoral Degree Program Marine Biotechnol, Kaohsiung 804, Taiwan
关键词
Alkynes; Copper triflate; Hydration; Ethyl acetate; ACID; COMPLEXES; DERIVATIVES; PALLADIUM; ALCOHOLS;
D O I
10.1016/j.tet.2015.03.034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conventional, highly efficient, inexpensive copper trifiate catalyzed regioselective Markovnikov hydration of terminal and internal alkynes have been reported. Significant shorter reaction time and excellent yield without addition of additive make the method attractive. Effects of catalyst and solvent on the hydration reaction have also been studied. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2719 / 2723
页数:5
相关论文
共 50 条
  • [1] Visible light promoted copper-catalyzed Markovnikov hydration of alkynes at room temperature
    Niu, Teng-Fei
    Jiang, Ding-Yun
    Li, Si-Yuan
    Shu, Xing-Ge
    Li, Huan
    Zhang, Ai -Ling
    Xu, Jia-Yu
    Ni, Bang-Qing
    TETRAHEDRON LETTERS, 2017, 58 (12) : 1156 - 1159
  • [2] Copper-Catalyzed Anti-Markovnikov Hydrosilylation of Terminal Alkynes
    Wang, Zi-Lu
    Zhang, Feng-Lian
    Xu, Jian-Lin
    Shan, Cui-Cui
    Zhao, Meng
    Xu, Yun-He
    ORGANIC LETTERS, 2020, 22 (19) : 7735 - 7742
  • [3] Copper-catalyzed distannylation of alkynes
    Yoshida, Hiroto
    Shinke, Ayako
    Takaki, Ken
    CHEMICAL COMMUNICATIONS, 2013, 49 (99) : 11671 - 11673
  • [4] Copper-Catalyzed Hydrofunctionalization of Alkynes
    Suess, Alison M.
    Lalic, Gojko
    SYNLETT, 2016, 27 (08) : 1165 - 1176
  • [5] Copper-Catalyzed anti-Markovnikov Hydroindolation of Terminal Alkynes: Regioselective Synthesis of Bis(indolyl)alkanes
    Srivastava, Ananya
    Patel, Shyam Sunder
    Chandna, Nisha
    Jain, Nidhi
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (23): : 11664 - 11670
  • [6] Copper-catalyzed stereoselective alkylhydrazination of alkynes
    Lei, Jian
    Gao, Huaxin
    Huang, Miaoling
    Liu, Xiao
    Mao, Yangfan
    Xie, Xiaolan
    CHEMICAL COMMUNICATIONS, 2020, 56 (06) : 920 - 923
  • [7] Copper-Catalyzed Twofold Silylmetalation of Alkynes
    Yamagishi, Hiroki
    Shimokawa, Jun
    Yorimitsu, Hideki
    SYNLETT, 2019, 30 (13) : 1551 - 1554
  • [8] Copper-Catalyzed Azidative Multifunctionalization of Alkynes
    Zheng, Guangfan
    Sun, Jiaqiong
    Liu, Yang
    Yang, Shengbiao
    Li, Yan
    Sun, Haizhu
    Zhang, Qian
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (23): : 12813 - 12820
  • [9] Copper-Catalyzed Silylcupration of Activated Alkynes
    Vercruysse, Sebastien
    Jouvin, Kevin
    Riant, Olivier
    Evano, Gwilherm
    SYNTHESIS-STUTTGART, 2016, 48 (19): : 3373 - 3381
  • [10] Copper-catalyzed trifluoromethylation of alkenes and alkynes
    Janson, Par G.
    Ilchenko, Nadia O.
    Ghoneim, Ibrahim
    Szabo, Kalman J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245