Synthesis of (E)-α-Ethynyl-α,β-unsaturated Esters from Allenyl Acetates Catalyzed by DABCO and Their Application to Sonogashira Cross-Coupling Reactions

被引:9
|
作者
Kim, Hyunseok
Shin, Doosup
Lee, Kwangmoo
Lee, Sangkyu
Kim, Sanghyuk
Lee, Phil Ho [1 ]
机构
[1] Kangwon Natl Univ, Dept Chem, Chunchon 200701, South Korea
来源
BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2010年 / 31卷 / 03期
关键词
Allenyl acetate; Catalysis; Enyne; (E)-alpha-Ethynyl-alpha; beta-unsaturated ester; DABCO; DIELS-ALDER REACTIONS; STEREOSELECTIVE-SYNTHESIS; VINYL ALLENES; ONE-POT; (E)-ALPHA-BROMOACRYLATES; REARRANGEMENT; CYCLIZATION; REAGENT; KETONES; ROUTE;
D O I
10.5012/bkcs.2010.31.03.742
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:742 / 745
页数:4
相关论文
共 50 条
  • [31] Synthesis of N-alkyl-N′-aryl or Alkenylpiperazines: A Copper-Catalyzed C-N Cross-Coupling in the Presence of Aryl and Alkenyl Triflates and DABCO
    Ghazanfarpour-Darjani, Majid
    Barat-Seftejani, Forugh
    Khalaj, Mehdi
    Mousavi-Safavi, Seyed Mahmoud
    HELVETICA CHIMICA ACTA, 2017, 100 (08)
  • [32] Dehydrogenative Cross-Coupling Reactions of N-Aryl α-Amino Acid Esters with Nitroalkanes for the Synthesis of β-Nitro α-Amino Acid Esters
    Zhu, Zhi-Qiang
    Xie, Zong-Bo
    Le, Zhang-Gao
    SYNLETT, 2017, 28 (04) : 485 - 488
  • [33] Palladium-catalyzed highly regioselective mono and double Sonogashira cross-coupling reactions of 5-substituted-1,2,3-triiodobenzene under ambient conditions
    Al-Zoubi, Raed M.
    Al-Omani, Mothana K.
    Al-Jammal, Walid K.
    Ferguson, Michael J.
    RSC ADVANCES, 2020, 10 (28) : 16366 - 16376
  • [34] Palladium-Catalyzed Cross-Coupling Reactions of Borylated Alkenes for the Stereoselective Synthesis of Tetrasubstituted Double Bond
    Tobrman, Tomas
    Mrkobrada, Sergej
    ORGANICS, 2022, 3 (03): : 210 - 239
  • [35] Synthesis of Flavonoid/Chromonoid--d-Ribofuranose Derivatives by Palladium-Catalyzed Cross-Coupling Reactions
    Kondor, Zoltan
    Fuentes, Dilver P.
    Vogel, Christian
    Patonay, Tamas
    Konya, Krisztina
    SYNLETT, 2016, 27 (06) : 888 - 892
  • [36] Copper-catalyzed Sila-Sonogashira-Hagihara Cross-coupling Reactions of Alkynylsilanes with Aryl Iodides under Palladium-free Conditions
    Nishihara, Yasushi
    Noyori, Shintaro
    Okamoto, Takeru
    Suetsugu, Masato
    Iwasaki, Masayuki
    CHEMISTRY LETTERS, 2011, 40 (09) : 972 - 974
  • [37] Palladium-Catalyzed Dehydrogenation Cross-Coupling Reactions of Hydrosilanes: Facile Synthesis of Silanols and Silyl Ethers
    Zhang, Lianji
    Wu, Yujuan
    Wang, Cuiping
    Zhao, Yuhui
    Wei, Wanguo
    Zhang, Zhiqiang
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 14 (01)
  • [38] Efficient Synthesis of π-Conjugated Organic Molecules Utilizing Cross-Coupling Reactions and Application to Electronic Devices
    Nishihara, Yasushi
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2020, 78 (09) : 867 - 874
  • [39] Highly selective synthesis of conjugated dienoic and trienoic esters via alkyne elementometalation-Pd-catalyzed cross-coupling
    Wang, Guangwei
    Mohan, Swathi
    Negishi, Ei-ichi
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2011, 108 (28) : 11344 - 11349
  • [40] Synthesis of 4-sulfonatobenzylphosphines and their application in aqueous-phase palladium-catalyzed cross-coupling
    Moore, Jane N.
    Laskay, Nicholas M.
    Duque, Kevin S.
    Kelley, Steven P.
    Rogers, Robin D.
    Shaughnessy, Kevin H.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2015, 777 : 16 - 24