Synthesis of functionalized arylalkyl and diaryl ethers by [3+3] cyclization of 3-alkoxy- and 3-aryloxy-1-siloxy-1,3-butadienes with 3-(silyloxy)alk-2-en-1-ones

被引：3
|
作者：
Mross, Gerson
Langer, Peter
机构：
[1] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
[2] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 48期
关键词：
arenes; cyclizations; diaryl ethers; silyl enol ethers;
D O I：
10.1016/j.tetlet.2006.09.126
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Functionalized diaryl ethers were prepared by [3+3] cyclization of 3-aryloxy-1-siloxy-1,3-butadienes with 3-(silyloxy)alk-2-en-1-ones. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8519 / 8521
页数：3
相关论文
共 50 条
  • [41] Regioselective synthesis of rare 3-halomethylphenols based on formal [3+3] cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes
    Lubbe, Mathias
    Mamat, Constantin
    Langer, Peter
    SYNLETT, 2008, (11) : 1684 - 1686
  • [42] Diversity-Oriented Synthesis of Functionalized Diaryl Sulfones by Regioselective [3+3] Cyclizations of 1,3-Bis(siloxy)buta-1,3-dienes with 2-(Arylsulfonyl)-3-ethoxy-2-en-1-ones: Scope and Limitations
    Shkoor, Mohanad
    Riahi, Abdolmajid
    Fatunsin, Olumide
    Reinke, Helmut
    Fischer, Christine
    Langer, Peter
    SYNTHESIS-STUTTGART, 2009, (13): : 2223 - 2235
  • [43] Synthesis of 6-(perfluoroalkyl)salicylates by [3+3] cyclization of 1,3-bis(silyl enol ethers) with 3-ethoxy-1-(perfluoroalkyl)prop-2-en-1-ones
    Lubbe, Mathias
    Mamat, Constantin
    Fischer, Christine
    Langer, Peter
    TETRAHEDRON, 2007, 63 (02) : 413 - 418
  • [44] Regioselective synthesis of 2-acetyl- and 2-alkoxycarbonyl-3-(trifluoromethyl)phenols by [3+3] cyclization of 1,3-bis-silyl enol ethers with 4-ethoxy- and 4-silyloxy-1,1,1-trifluoroalk-3-en-2-ones
    Mamat, C
    Pundt, T
    Schmidt, A
    Langer, P
    TETRAHEDRON LETTERS, 2006, 47 (13) : 2183 - 2185
  • [45] Regioselective synthesis of 3-(methylthio)phenols by formal [3+3]-cyclocondensations of 3-oxo-bis(methylthio)ketenacetals with 1,3-bis(trimethylsilyloxy)-1,3-butadienes and 1,3-dicarbonyl dianions
    Lubbe, Mathias
    Bendrath, Franziska
    Trabhardt, Tiana
    Villinger, Alexander
    Fischer, Christine
    Langer, Peter
    TETRAHEDRON, 2013, 69 (29) : 5998 - 6007
  • [46] Regioselective Synthesis of 2-(Aryloxythio)benzoates by the First [3+3] Cyclizations of 3-Aryloxythio-1-silyloxybuta-1,3-dienes with 3-Alkoxy-2-en-1-ones
    Iqbal, Inam
    Imran, Muhammad
    Villinger, Alexander
    Langer, Peter
    SYNTHESIS-STUTTGART, 2009, (02): : 297 - 305
  • [47] Formal [3+3] cyclocondensations of 1,3-bis(silyloxy)-1,3-butadienes with 1-chloro-1,1-difluoro-4,4-dimethoxybut-3-en-2-one and 1,1-difluoro-4,4-dimethoxybut-3-en-2-one. Regioselective synthesis of fluorinated salicylates and pyran-4-ones
    Reimann, Sebastian
    Bunescu, Alina
    Litschko, Robert
    Erfle, Silke
    Domke, Lutz
    Bendrath, Franziska
    Abilov, Zharylkasyn A.
    Spannenberg, Anke
    Villinger, Alexander
    Langer, Peter
    JOURNAL OF FLUORINE CHEMISTRY, 2012, 139 : 28 - 45
  • [48] Chelation control in the [3+3] annulation reaction of alkoxy-substituted 1,1-diacylcyclopropanes with 1,3-bis(trimethylsilyloxy)-1,3-butadienes
    Hefner, Jennifer
    Langer, Peter
    TETRAHEDRON LETTERS, 2008, 49 (29-30) : 4470 - 4472
  • [49] One-pot synthesis of functionalized 3-(trifluoromethyl)phenols by [3+3] cyclization of 1,3-bis(silyl enol ethers) with α,β-unsaturated trifluoromethyl ketones
    Mamat, Constantin
    Pundt, Thomas
    Dang, T. H. Tam
    Klassen, Renske
    Reinke, Helmut
    Koeckerling, Martin
    Langer, Peter
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (03) : 492 - 502
  • [50] Synthesis of 5-(2-aryl-2-haloethyl)salicylates by the first domino '[3+3] cyclization/ring-cleavage' reactions of 1,3-bis(silyloxy)-1,3-butadienes with 3-acetyl-5-aryl-4,5-dihydrofurans
    Lau, Matthias
    Langer, Peter
    TETRAHEDRON LETTERS, 2008, 49 (39) : 5618 - 5619
12345