Electrochemical reduction of mucochloric acid and its 5-alkoxy derivatives

被引：0
|
作者：
L. Z. Latypova
V. V. Yanilkin
A. R. Kurbangalieva
E. A. Berdnikov
G. A. Chmutova
机构：
[1] A. M. Butlerov Chemical Institute of the Kazan Federal University,A. E. Arbuzov Institute of Organic and Physical Chemistry
[2] Kazan Scientific Center of the Russian Academy of Sciences,undefined
来源：
Russian Chemical Bulletin | 2012年 / 61卷
关键词：
mucochloric acid; 2(5; )-furanones; selectivity; electrochemical reduction; voltammetry; quantum chemical calculations;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
5-Alkoxy-3-chloro-2(5H)-furanones were synthesized by the electrochemical reduction of 5-alkoxy derivatives of mucochloric acid in acetonitrile on the lead electrode in the presence of acetic acid as a proton donor. A combined analysis of the experimental data and quantum chemical calculation of intermediates indicates the EEDC mechanism of reduction, including the tandem transfer of two electrons with chloride ion elimination at the stage of transfer of the second electron and protonation.
引用
收藏
页码：568 / 581
页数：13
相关论文
共 50 条
  • [1] Electrochemical reduction of mucochloric acid and its 5-alkoxy derivatives
    Latypova, L. Z.
    Yanilkin, V. V.
    Kurbangalieva, A. R.
    Berdnikov, E. A.
    Chmutova, G. A.
    RUSSIAN CHEMICAL BULLETIN, 2012, 61 (03) : 568 - 581
  • [2] MODIFICATIONS OF PRIMAQUINE AS ANTIMALARIALS .4. 5-ALKOXY DERIVATIVES OF PRIMAQUINE
    CHEN, EH
    TANABE, K
    SAGGIOMO, AJ
    NODIFF, EA
    JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (07) : 1193 - 1199
  • [3] Coordination Polymers of 5-Alkoxy Isophthalic Acids
    McCormick, Laura J.
    Morris, Samuel A.
    Slawin, Alexandra M. Z.
    Teat, Simon J.
    Morris, Russell E.
    CRYSTAL GROWTH & DESIGN, 2016, 16 (10) : 5771 - 5780
  • [4] Reactions of 2-mercaptoacetic acid with mucochloric acid and its derivatives
    A. R. Kurbangalieva
    N. F. Devyatova
    L. S. Kosolapova
    O. A. Lodochnikova
    E. A. Berdnikov
    I. A. Litvinov
    G. A. Chmutova
    Russian Chemical Bulletin, 2009, 58 : 126 - 133
  • [5] Reactions of 2-mercaptoacetic acid with mucochloric acid and its derivatives
    Kurbangalieva, A. R.
    Devyatova, N. F.
    Kosolapova, L. S.
    Lodochnikova, O. A.
    Berdnikov, E. A.
    Litvinov, I. A.
    Chmutova, G. A.
    RUSSIAN CHEMICAL BULLETIN, 2009, 58 (01) : 126 - 133
  • [6] Reactions of 2-sulfanylethanol with mucochloric acid and its derivatives
    Devyatova, N. F.
    Kosolapova, L. S.
    Kurbangalieva, A. R.
    Berdnikov, E. A.
    Lodochnikova, O. A.
    Litvinov, I. A.
    Chmutova, G. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 44 (08) : 1225 - 1232
  • [7] Reactions of 2-sulfanylethanol with mucochloric acid and its derivatives
    N. F. Devyatova
    L. S. Kosolapova
    A. R. Kurbangalieva
    E. A. Berdnikov
    O. A. Lodochnikova
    I. A. Litvinov
    G. A. Chmutova
    Russian Journal of Organic Chemistry, 2008, 44 : 1225 - 1232
  • [8] The synthesis of 5-alkoxy and 5-amino substituted thiophenes
    Pinto, IL
    Jarvest, RL
    Serafinowska, HT
    TETRAHEDRON LETTERS, 2000, 41 (10) : 1597 - 1600
  • [9] RELATIONSHIP BETWEEN CHEMICAL STRUCTURE AND PHARMACOLOGICAL ACTIVITY IN A SERIES OF 5-ALKOXY SUBSTITUTION DERIVATIVES OF TRYPTAMINE
    ARUTYUNYAN, GS
    MASHKOVSKII, MD
    ROSHCHINA, LF
    FEDERATION PROCEEDINGS, 1965, 24 (6SP2) : 1108 - +
  • [10] From tetronic acid and furfural to C(4)-halogenated, vinylated and formylated furan-2(5H)-ones and their 5-alkoxy derivatives
    Lattmann, E
    Hoffmann, HMR
    SYNTHESIS-STUTTGART, 1996, (01): : 155 - &
12345