Synthesis of diaryl ethers based on one-pot [3+3] cyclizations of 1,3-bis(silyl enol ethers)

被引：4
|
作者：
Sher, Muhammad
Ahmed, Zafar
Rashid, Muhammad A.
Fischer, Christine
Spannenberg, Anke
Langer, Peter
机构：
[1] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
[2] Univ Rostock, Leibniz Inst Katalyse, D-18059 Rostock, Germany
来源：
TETRAHEDRON | 2007年 / 63卷 / 23期
关键词：
arenes; cyclizations; diaryl ethers; silyl enol ethers;
D O I：
10.1016/j.tet.2007.03.143
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Functionalized and sterically encumbered diaryl ethers were prepared by [3+3] cyclization of 1,3-bis(silyl enol ethers) with 2-aryloxy-3-(silyloxy)alk-2-en-1-ones. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4929 / 4936
页数：8
相关论文
共 50 条
  • [31] Formal (3+3) Cycloaddition of Silyl Enol Ethers Catalyzed by Trifric Imide: Domino Michael Addition-Claisen Condensation Accompanied with Isomerization of Silyl Enol Ethers
    Azuma, Takumi
    Takemoto, Yoshiji
    Takasu, Kiyosei
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2011, 59 (09) : 1190 - 1193
  • [32] One-pot synthesis of tropinone by tandem (domino) ene-type reactions of acetone silyl enol ethers
    Mikami, K
    Ohmura, H
    CHEMICAL COMMUNICATIONS, 2002, (22) : 2626 - 2627
  • [33] Sakurai Reaction of 3,3-Bis(silyl) Silyl Enol Ethers with Acetals Involving Selective Desilylation of the Geminal Bis(silane). Concise Synthesis of Nematocidal Oxylipid
    Li, Linjie
    Ye, Xincui
    Wu, Ya
    Gao, Lu
    Song, Zhenlei
    Yin, Zhiping
    Xu, Yongjin
    ORGANIC LETTERS, 2013, 15 (05) : 1068 - 1071
  • [34] Diversity-oriented synthesis of functionalized 1-aminopyrroles by regioselective zinc chloride-catalyzed, one-pot 'Conjugate Addition/Cyclization' reactions of 1,3-bis(silyl enol ethers) with 1,2-diaza-1,3-butadienes
    Karapetyan, Vahuni
    Mkrtchyan, Satenik
    Schmidt, Andreas
    Attanasi, Orazio A.
    Favi, Gianfranco
    Mantellini, Fabio
    Villinger, Alexander
    Fischer, Christine
    Langer, Peter
    ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (09) : 1331 - 1336
  • [35] One-Pot, Telescoped Aryl Nitrile Synthesis from Benzylic Silyl Ethers
    Hamada, Shohei
    Kubozono, Suzuka
    Sakamoto, Kaori
    Yano, Kyoko
    Tanaka, Yuka
    Kobayashi, Yusuke
    Furuta, Takumi
    JOURNAL OF ORGANIC CHEMISTRY, 2025, 90 (04): : 1597 - 1604
  • [36] Regioselective synthesis of new 1-aminopyrroles and 1-amino-4,5,6,7-tetrahydroindoles by one-pot 'conjugate addition/cyclization' reactions of 1,3-bis(silyl enol ethers) with 1,2-diaza-1,3-butadienes
    Schmidt, Andreas
    Karapetyana, Vahuni
    Attanasi, Orazio A.
    Favi, Gianfranco
    Goerls, Helmar
    Mantellini, Fabio
    Langer, Peter
    SYNLETT, 2007, (19) : 2965 - 2968
  • [37] Synthesis of functionalized diaryl selenides by the first [3+3] cyclocondensations of 1,3-bis(silyloxy)-1,3-butadienes with organoselenium compounds
    Shkoor, Mohanad
    Fatunsin, Olumide
    Riahi, Abdolmajid
    Villinger, Alexander
    Langer, Peter
    TETRAHEDRON LETTERS, 2009, 50 (41) : 5726 - 5728
  • [38] Cyclization reactions of 1,3-bis-silyl enol ethers and related masked dianions
    Langer, P
    SYNTHESIS-STUTTGART, 2002, (04): : 441 - 459
  • [39] ALKYLATION OF ENOL SILYL ETHERS WITH VINYLTHIONIUM IONS GENERATED FROM 1,1-BIS(PHENYLTHIO)PROPENES AND 1,3-BIS(PHENYLTHIO)PROPENES
    HUNTER, R
    MICHAEL, JP
    WALTER, DS
    TETRAHEDRON LETTERS, 1992, 33 (37) : 5413 - 5416
  • [40] One-pot transformation of silyl enol ethers into 1,3-dienes: In situ generation of alkenyl nonaflates and subsequent heck reactions - Scope and limitations
    Lyapkalo, IM
    Webel, M
    Reissig, HU
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 2002 (21) : 3646 - 3658
12345