Iridium-catalyzed addition of acid chlorides to terminal alkynes

被引：0
|
作者：
Iwai, Tomohiro [1 ]
Fujihara, Tetsuaki [1 ]
Terao, Jun [1 ]
Tsuji, Yasushi [1 ]
机构：
[1] Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan
来源：
Journal of the American Chemical Society | 2009年 / 131卷 / 19期
关键词：
(Chemical Equation Presented) An iridium N-heterocyclic carbene (NHC) complex, IrCl(cod)(IPr), successfully catalyzed an addition of common aromatic acid chlorides to terminal alkynes to afford (Z)-β-chloro-α,β- unsaturated ketones regio- and stereoselectively. When the NHC ligand (IPr) was changed to a phosphine (RuPhos), the addition occurred with decarbonylation to give the corresponding (Z)-vinyl chlorides. Furthermore, the former reaction using IrCl(cod)(IPr) can be applied to the catalytic synthesis of 2,5-disubstituted furans. Copyright © 2009 American Chemical Society;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Journal article (JA)
引用
下载
收藏
页码：6668 / 6669
相关论文
共 50 条
  • [1] Iridium-Catalyzed Addition of Acid Chlorides to Terminal Alkynes
    Iwai, Tomohiro
    Fujihara, Tetsuaki
    Terao, Jun
    Tsuji, Yasushi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (19) : 6668 - +
  • [2] Iridium-Catalyzed Addition of Aroyl Chlorides and Aliphatic Acid Chlorides to Terminal Alkynes
    Iwai, Tomohiro
    Fujihara, Tetsuaki
    Terao, Jun
    Tsuji, Yasushi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (02) : 1268 - 1274
  • [3] Iridium-catalyzed addition of methanol to terminal alkynes
    Konkol, Marcin
    Schmidt, Harry
    Steinborn, Dirk
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 269 (1-2) : 119 - 124
  • [4] Iridium-catalyzed addition of methanol to internal alkynes
    Konkol, Marcin
    Schmidt, Harry
    Steinborn, Dirk
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 261 (02) : 301 - 305
  • [5] Iridium-catalyzed reductive hydroamination of terminal alkynes in water
    Ouyang, Lu
    Liang, Yuqiu
    Wang, Sen
    Miao, Rui
    Liao, Jianhua
    Yang, Zhanhui
    Luo, Renshi
    JOURNAL OF CATALYSIS, 2023, 427
  • [6] Rhodium-Catalyzed Addition of α-Keto Acid Chlorides with Terminal Alkynes
    Kashiwabara, Taigo
    Tanaka, Masato
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (09) : 1485 - 1490
  • [7] Iridium-Catalyzed Annulation of N-Arylcarbamoyl Chlorides with Internal Alkynes
    Iwai, Tomohiro
    Fujihara, Tetsuaki
    Terao, Jun
    Tsuji, Yasushi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (28) : 9602 - 9603
  • [8] Iridium-catalyzed hydroiodination of functionalized alkynes
    Ez-Zoubir, Mehdi
    Brown, Jack A.
    Ratovelomanana-Vidal, Virginie
    Michelet, Veronique
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (01) : 433 - 441
  • [9] Iridium-catalyzed reaction of aroyl chlorides with internal alkynes to produce substituted naphthalenes and anthracenes
    Yasukawa, T
    Satoh, T
    Miura, M
    Nomura, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (43) : 12680 - 12681
  • [10] Progress on Iridium-Catalyzed Hydrosilylation of Alkenes and Alkynes
    Gao, Weiwei
    Ding, Shengtao
    SYNTHESIS-STUTTGART, 2020, 52 (23): : 3549 - 3563
12345