Utilization of the hydroxyalkylation reaction to prepare bis(benzocrown ethers)

被引：9
|
作者：
Zielinski, Matthew E. [1 ]
Tracy, Adam F. [1 ]
Klumpp, Douglas A. [1 ]
机构：
[1] No Illinois Univ, Dept Chem & Biochem, De Kalb, IL 60115 USA
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 14期
基金：
美国国家科学基金会;
关键词：
Crown compounds; Condensation; Heterocycles; Electrophilic aromatic substitution; Superacid; CYCLIC POLYETHERS; CROWN-ETHERS; BENZALDEHYDE; DERIVATIVES; ACTIVATION; COMPLEXES;
D O I：
10.1016/j.tetlet.2012.01.049
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The hydroxyalkylation reaction has been used to condense benzocrown ethers with various aldehydes and ketones. The condensation reactions are catalyzed by triflic or sulfuric acid. The products from the reactions are bis(benzocrown ethers) and they are formed in good yields (42-98%, 13 examples). (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1701 / 1704
页数：4
相关论文
共 50 条
  • [31] NOVEL SYNTHESIS OF BENZOCROWN ETHERS FORMYLATED IN THE BENZENE-RING
    GROMOV, SP
    FEDOROVA, OA
    VEDERNIKOV, AI
    SAMOSHIN, VV
    ALFIMOV, MV
    RUSSIAN CHEMICAL BULLETIN, 1993, 42 (05) : 960 - 961
  • [32] A biaryl cross-coupling strategy for functionalisation of benzocrown ethers
    Dixon, Sally
    Brown, Richard C. D.
    Gale, Philip A.
    CHEMICAL COMMUNICATIONS, 2007, (34) : 3565 - 3567
  • [33] Formation constants of complexes of monovalent cations with benzocrown ethers in nitromethane
    Inerowicz, H.D.
    Chojnacki, J.
    Merz, A.
    Futterer, T.
    2000, Springer Netherlands (38): : 1 - 4
  • [34] Formation Constants of Complexes of Monovalent Cations with Benzocrown Ethers in Nitromethane
    H. D. Inerowicz
    J. Chojnacki
    A. Merz
    T. Futterer
    Journal of inclusion phenomena and macrocyclic chemistry, 2000, 38 : 123 - 132
  • [35] Specific features of the chemical behavior of acetylenic derivatives of benzocrown ethers
    S. V. Klyatskaya
    E. V. Tretyakov
    S. F. Vasilevsky
    Russian Chemical Bulletin, 2001, 50 : 868 - 873
  • [36] Specific features of the chemical behavior of acetylenic derivatives of benzocrown ethers
    Klyatskaya, SV
    Tretyakov, EV
    Vasilevsky, SF
    RUSSIAN CHEMICAL BULLETIN, 2001, 50 (05) : 868 - 873
  • [37] STEREOCHEMISTRY OF CROWN ETHERS .4. H-1/C-13 NMR SPECTROSCOPIC STUDY OF THE SOLUTION STRUCTURE OF SOME BIS(BENZOCROWN ETHERS)
    STOSS, S
    KLEINPETER, E
    HOLDT, HJ
    MAGNETIC RESONANCE IN CHEMISTRY, 1991, 29 (10) : 999 - 1004
  • [38] Determination　of　UV　Spectra　and　HMO　Approximate　Treatment　of　Benzocrown　Ethers
    Yuan Hu-Shan
    Xu Shun
    Wang Guo-Ying(Department of Chemistry
    Liu Yu-Hua(Analysis Center
    结构化学, 1996, (04) : 323 - 326
  • [39] Cation complexation of quinocrown ethers in electrospray ionization mass spectrometry. A comparison with benzocrown ethers
    Tsuda, A
    Moriwaki, H
    Oshima, T
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (06): : 1235 - 1240
  • [40] Formation constants of complexes of monovalent cations with benzocrown ethers in nitromethane
    Inerowicz, HD
    Chojnacki, J
    Merz, A
    Futterer, T
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2000, 38 (1-4) : 123 - 132
12345