Sonogashira coupling reaction with palladium powder, potassium fluoride in aqueous media

被引：9
作者：
Wang, L [1 ]
Li, PH
机构：
[1] Huaibei Coal Teachers Coll, Dept Chem, Huaibei 235000, Anhui, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
来源：
SYNTHETIC COMMUNICATIONS | 2003年 / 33卷 / 21期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1081/SCC-120025176
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Sonogashira coupling reaction of aromatic iodides and bromides with terminal alkynes in the presence of palladium powder, potassium fluoride, cuprous iodide, and triphenylphosphine in aqueous media was developed. The reaction generates the corresponding coupling products aryl alkynes in good to excellent yields.
引用
收藏
页码：3679 / 3685
页数：7
相关论文
共 50 条
  • [21] The Sonogashira Coupling on Palladium Milling Balls-A new Reaction Pathway in Mechanochemistry
    Pickhardt, Wilm
    Siegfried, Eleonora
    Fabig, Sven
    Rappen, Marisol Fabienne
    Etter, Martin
    Wohlgemuth, Maximilian
    Graetz, Sven
    Borchardt, Lars
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (27)
  • [22] Decorated palladium nanoparticles on mesoporous organosilicate as an efficient catalyst for Sonogashira coupling reaction
    Fatemeh Mohajer
    Ghodsi Mohammadi Ziarani
    Alireza Badiei
    Journal of the Iranian Chemical Society, 2021, 18 : 589 - 601
  • [23] An efficient protocol for copper-free palladium-catalyzed Sonogashira cross-coupling in aqueous media at low temperatures
    Marziale, Alexander N.
    Schlueter, Johannes
    Eppinger, Joerg
    TETRAHEDRON LETTERS, 2011, 52 (48) : 6355 - 6358
  • [24] Urea as mild and efficient additive for palladium catalyzed Sonogashira cross coupling reaction
    Sarmah, Manashi
    Dewan, Anindita
    Thakur, Ashim J.
    Bora, Utpal
    TETRAHEDRON LETTERS, 2016, 57 (08) : 914 - 916
  • [25] Highly Active Palladium Catalyst for the Sonogashira Coupling Reaction of Unreactive Aryl Chlorides
    Lee, Dong-Hwan
    Kwon, Young-Jun
    Jin, Myung-Jong
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (17) : 3090 - 3094
  • [26] Sonogashira coupling:: silica supported aqueous phase palladium catalysts versus their homogeneous analogs
    Quignard, F
    Larbot, S
    Goutodier, S
    Choplin, A
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2002, (06): : 1147 - 1152
  • [27] Palladium-Catalyzed Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates with Organic Halides in Aqueous Media
    Alacid, Emilio
    Najera, Carmen
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (06) : 2321 - 2327
  • [28] Surfactant assisted Pd/C catalyzed Sonogashira reaction in aqueous media
    Shinde, Manish M.
    Bhagwat, Sunil S.
    COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2011, 380 (1-3) : 201 - 206
  • [29] Palladium-catalyzed cross-coupling reaction of organoindiums with aryl halides in aqueous media
    Takami, K
    Yorimitsu, H
    Shinokubo, H
    Matsubara, S
    Oshima, K
    ORGANIC LETTERS, 2001, 3 (13) : 1997 - 1999
  • [30] Hydrazone-Promoted Sonogashira Coupling Reaction with Aryl Bromides at Low Palladium Loadings
    Mino, Takashi
    Suzuki, Saori
    Hirai, Kiminori
    Sakamoto, Masami
    Fujita, Tsutomu
    SYNLETT, 2011, (09) : 1277 - 1280
12345