Copper(I)-Catalyzed Synthesis of Polysubstituted Furans from Alkynoates and 1,3-Dicarbonyl Compounds in the Presence of Oxygen

被引:39
|
作者
Yan, Rulong [1 ]
Huang, Jing [1 ]
Luo, Jia [1 ]
Wen, Ping [1 ]
Huang, Guosheng [1 ]
Liang, Yongmin [1 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
关键词
polysubstituted furans; oxidant; copper catalysis; oxygen; HIGHLY SUBSTITUTED FURANS; ONE-POT SYNTHESIS; CATALYZED CYCLOISOMERIZATION; 2-(1-ALKYNYL)-2-ALKEN-1-ONES; MIGRATION; OXIDATION; ANALOGS; KETONES; SYSTEM;
D O I
10.1055/s-0029-1219778
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and straightforward synthesis of polysubstituted furans was achieved easily from the oxidative cyclization of 1,3-dicarbonyl compound and alkynoate catalyzed by CuI in the presence of O-2.
引用
收藏
页码:1071 / 1074
页数:4
相关论文
共 50 条
  • [31] COBALT-CATALYZED REGIOSELECTIVE ALLYLATION OF 1,3-DICARBONYL COMPOUNDS
    MAIKAP, GC
    REDDY, MM
    MUKHOPADHYAY, M
    BHATIA, B
    IQBAL, J
    TETRAHEDRON, 1994, 50 (30) : 9145 - 9156
  • [32] Fluorocontaining 1,3-dicarbonyl compounds in the synthesis of pyrimidine derivatives
    Burgart, YV
    Kuzueva, OG
    Pryadeina, MV
    Kappe, CO
    Saloutin, VI
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (06) : 869 - 880
  • [33] Fluorocontaining 1,3-Dicarbonyl Compounds in the Synthesis of Pyrimidine Derivatives
    Ya.V. Burgart
    O.G. Kuzueva
    M.V. Pryadeina
    C.O. Kappe
    V.I. Saloutin
    Russian Journal of Organic Chemistry, 2001, 37 : 869 - 880
  • [34] Synthesis of Phosphonomethylated Bromoacetylfurans and Their Reactions with 1,3-Dicarbonyl Compounds
    Pevzner, L. M.
    Ponyaev, A. I.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2021, 91 (04) : 636 - 649
  • [35] Synthesis of Phosphonomethylated Bromoacetylfurans and Their Reactions with 1,3-Dicarbonyl Compounds
    L. M. Pevzner
    A. I. Ponyaev
    Russian Journal of General Chemistry, 2021, 91 : 636 - 649
  • [36] Pd/C-catalyzed direct α-oxygenation of 1,3-dicarbonyl compounds using molecular oxygen
    Monguchi, Yasunari
    Takahashi, Tohru
    Iida, Yusuke
    Fujiwara, Yuta
    Inagaki, Yuya
    Maegawa, Tomohiro
    Sajiki, Hironao
    SYNLETT, 2008, (15) : 2291 - 2294
  • [37] Regio- and Stereoselective Copper-Catalyzed Allylation of 1,3-Dicarbonyl Compounds with Terminal Allenes
    Blieck, Remi
    Abdine, Racha Abed Ali
    Taillefer, Marc
    Monnier, Florian
    ORGANIC LETTERS, 2018, 20 (08) : 2232 - 2235
  • [38] Highly Enantioselective Copper-Catalyzed Propargylic Substitution of Propargylic Acetates with 1,3-Dicarbonyl Compounds
    Han, Fu-Zhong
    Zhu, Fu-Lin
    Wang, Ya-Hui
    Zou, Yuan
    Hu, Xin-Hu
    Chen, Song
    Hu, Xiang-Ping
    ORGANIC LETTERS, 2014, 16 (02) : 588 - 591
  • [39] α-Hydroxylation of 1,3-Dicarbonyl Compounds Catalyzed by Polymer-incarcerated Gold Nanoclusters with Molecular Oxygen
    Miyamura, Hiroyuki
    Kobayashi, Shu
    CHEMISTRY LETTERS, 2012, 41 (09) : 976 - 978
  • [40] Pd/C-catalyzed a-oxygenation of 1,3-dicarbonyl compounds using molecular oxygen
    Takahashi, Tohru
    Iida, Yusuke
    Fujiwara, Yuta
    Inagaki, Yuya
    Maegawa, Tomohiro
    Monguchi, Yasunari
    Sajiki, Hironao
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239