Formal [2+3] cycloaddition between substituted phenols and allylsilane

被引：37
|
作者：
Berard, Didier [1 ]
Racicot, Leanne [1 ]
Sabot, Cyrille [1 ]
Canesi, Sylvain [1 ]
机构：
[1] Univ Quebec, Lab Method & Synth Prod Nat, Montreal, PQ H3C 3P8, Canada
来源：
SYNLETT | 2008年 / 07期
关键词：
hypervalent iodine; allyltrimethylsilane; substituted phenols; 2+3] cycloaddition;
D O I：
10.1055/s-2008-1042924
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of various substituted phenols in the presence of allyltrimethylsilane, iodobenzene diacetate, and perfluorinated alcohol promotes oxidative formal [2+3] cycloaddition in moderate to useful yields.
引用
收藏
页码：1076 / 1080
页数：5
相关论文
共 50 条
  • [11] Synthesis of bicyclic proline analogs using a formal [3+2] intramolecular aziridine-allylsilane cycloaddition reaction
    Bergmeier, SC
    Fundy, SL
    Seth, PP
    TETRAHEDRON, 1999, 55 (26) : 8025 - 8038
  • [12] RETRO [2+3] CYCLOADDITION REACTIONS - COMPARATIVE STUDY
    THOMAS, RE
    MUNK, ME
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1971, (NSEP): : 101 - &
  • [13] Synthesis of multisubstituted phenols by formal [4+2] cycloaddition of nucleophilic alkynes with 3-ethoxycyclobutanones
    Kuzuguchi, Takeo
    Yabuuchi, Yuto
    Yoshimura, Tomoyuki
    Matsuo, Jun-ichi
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (25) : 5268 - 5271
  • [14] GaCl3-assisted [2+3] cycloaddition:: A route to tetrazaphospholes
    Villinger, A
    Mayer, P
    Schulz, A
    CHEMICAL COMMUNICATIONS, 2006, (11) : 1236 - 1238
  • [15] The question of the regiodirection of the [2+3] cycloaddition reaction of triphenylnitrone to nitroethene
    R. Jasiński
    Chemistry of Heterocyclic Compounds, 2009, 45 : 748 - 749
  • [16] PHOTOCHEMICAL [2+3] CYCLOADDITION OF C-60 WITH DISILIRANES
    AKASAKA, T
    ANDO, W
    KOBAYASHI, K
    NAGASE, S
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) : 10366 - 10367
  • [17] (2+3) CYCLOADDITION OF AZIRIDINES WITH PERFLUOROALKENES - SYNTHESIS OF FLUORINATED PYRROLES
    LEROY, J
    WAKSELMAN, C
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1976, 54 (02): : 218 - 225
  • [18] [2+3] cycloaddition to [60]fullerene: Advancement and future prospects
    Zhu, YL
    Cao, L
    Yin, QF
    Zhu, DB
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (02) : 159 - 166
  • [19] SYNTHESIS OF FUNCTIONALIZED CHROMANES VIA A FORMAL [3+3] CYCLOADDITION OF ALLENE SULFONAMIDES TO PHENOLS
    Hashimoto, Ken
    Horino, Yoshikazu
    Kuroda, Shigeyasu
    HETEROCYCLES, 2010, 80 (01) : 187 - 198
  • [20] Scope of the formal [3+2] cycloaddition for the synthesis of substituted 3-arylindanes and related compounds
    Lantano, Beatriz
    Aguirre, Jose Manuel
    Ugliarolo, Esteban Ariel
    Benegas, Maria Laura
    Moltrasio, Graciela Yolanda
    TETRAHEDRON, 2008, 64 (18) : 4090 - 4102
12345