Palladium-catalyzed hydrostannylation of α-heteroalkynes and alkynyl esters in ionic liquids

被引：6
|
作者：
Cai, Mingzhong [1 ]
Wang, Yongguang [1 ]
Hao, Wenyan [1 ]
机构：
[1] Jiangxi Normal Univ, Sch Chem & Chem Engn, Nanchang 330022, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 17期
关键词：
hydrostannylation; palladium; alpha-heteroalkynes; alkynyl esters; ionic liquids; regioselectivity;
D O I：
10.1002/ejoc.200701204
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium-catalyzed hydrostannylation reactions of alpha-hetero-alkynes and alkynyl esters were achieved with high regio and stereoselectively in the ionic liquid 1-butyl-3-methyl-imidazolium hexafluorophosphate ([bmim][PF6]) at 60 degrees C in high yields. Our system not only avoids the use of highly toxic benzene or volatile THF as solvent but also solves the basic problem of palladium catalyst reuse. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
引用
收藏
页码：2983 / 2988
页数：6
相关论文
共 50 条
  • [21] Palladium-Catalyzed β Arylation of Carboxylic Esters
    Renaudat, Alice
    Jean-Gerard, Ludivine
    Jazzar, Rodolphe
    Kefalidis, Christos E.
    Clot, Eric
    Baudoin, Olivier
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (40) : 7261 - 7265
  • [22] PALLADIUM-CATALYZED REACTIONS OF FORMATE ESTERS
    MATTHEWS, JS
    KETTER, DC
    HALL, RF
    JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (05): : 1694 - &
  • [23] Palladium-Catalyzed β-Arylation of α-Keto Esters
    Zavesky, Blane P.
    Bartlett, Samuel L.
    Johnson, Jeffrey S.
    ORGANIC LETTERS, 2017, 19 (08) : 2126 - 2129
  • [24] Palladium-catalyzed α-arylation of esters with chloroarenes
    Hama, Takuo
    Hartwig, John F.
    ORGANIC LETTERS, 2008, 10 (08) : 1549 - 1552
  • [25] Palladium-Catalyzed α,β-Dehydrogenation of Esters and Nitriles
    Chen, Yifeng
    Romaire, Justin P.
    Newhouse, Timothy R.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (18) : 5875 - 5878
  • [26] Palladium-catalyzed intramolecular cyanoamidation of alkynyl and alkenyl cyanoformamides
    Kobayashi, Yusuke
    Kamisaki, Haruhi
    Yanada, Reiko
    Takemoto, Yoshiji
    ORGANIC LETTERS, 2006, 8 (13) : 2711 - 2713
  • [27] Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids
    Orha, Laszlo
    Tukacs, Jozsef M.
    Kollar, Laszlo
    Mika, Laszlo T.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2019, 15 : 2907 - 2913
  • [28] Palladium-Catalyzed Direct Alkynylation of Carbazoles with Alkynyl Bromides
    Dharaniyedath, Jyothis
    Kumar, Vikash
    Gandeepan, Parthasarathy
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (40)
  • [29] Palladium-catalyzed hydroesterification of olefins with isosorbide in standard and Bronsted acidic ionic liquids
    Boulanger, Jerome
    Seingeot, Adeline
    Leger, Bastien
    Pruvost, Romain
    Ibert, Mathias
    Mortreux, Andre
    Chenal, Thomas
    Sauthier, Mathieu
    Ponchel, Anne
    Monflier, Eric
    CATALYSIS COMMUNICATIONS, 2015, 69 : 143 - 146
  • [30] Effect of hydroxy-functionalized ionic liquids on the palladium-catalyzed Heck reaction
    Tarnowicz, Stanislawa
    Trzeciak, Anna M.
    Nowicki, Janusz
    PRZEMYSL CHEMICZNY, 2016, 95 (04): : 843 - 846
12345