Synthesis of new α-aminophosphonates containing sterically hindered phenol fragments based on the reaction of 3,5-di(tert-butyl)-4-oxo-2,5-cyclohexadienylidenemethylphosphonates with aliphatic amines

被引:0
|
作者
E. M. Gibadullina
T. R. Shaekhov
A. K. Badrtdinov
Yu. K. Voronina
A. R. Burilov
机构
[1] A. E. Arbuzov Institute of Organic and Physical Chemistry Kazan Scientific Center of the Russian Academy of Sciences,
[2] Kazan National Research Technological University,undefined
来源
Russian Chemical Bulletin | 2013年 / 62卷
关键词
α-aminophosphonate; antioxidant; sterically hindered phenol; aliphatic amines; [3,5-di(; -butyl)-4-oxo-2,5-cyclohexadienylidenemethyl]phosphonate; 1,6-addition;
D O I
暂无
中图分类号
学科分类号
摘要
A reaction of aliphatic amines (n-butylamine, sec-butylamine, tert-butylamine, dodecylamine, 1,12-diaminododecane) with α-phosphorylated methylenequinones (dimethyl {[3,5-di-(tert-butyl)-4-oxo-2,5-cyclohexadienylidene]methyl}phosphonate and diphenyl {[3,5-di(tertbutyl)-4-oxo-2,5-cyclohexadienylidene]methyl}phosphonate)) to form 1,6-nucleophilic addition products was studied. This approach was used to obtain a-aminophosphonates containing sterically hindered phenol fragments in high yields.
引用
收藏
页码:1609 / 1613
页数:4
相关论文
共 14 条
  • [1] Synthesis of new α-aminophosphonates containing sterically hindered phenol fragments based on the reaction of 3,5-di(tert-butyl)-4-oxo-2,5-cyclohexadienylidenemethylphosphonates with aliphatic amines
    Gibadullina, E. M.
    Shaekhov, T. R.
    Badrtdinov, A. K.
    Voronina, Yu. K.
    Burilov, A. R.
    [J]. RUSSIAN CHEMICAL BULLETIN, 2013, 62 (07) : 1609 - 1613
  • [2] Synthesis of 2,5-disubstituted 1,3,4-oxadiazoles containing sterically hindered 4-hydroxy-3,5-di(tert-butyl)phenyl group
    Kelarev, VI
    Koshelev, VN
    Silin, MA
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1997, (06): : 822 - 828
  • [3] Synthesis of 2,5-disubstituted 1,3,4-oxadiazoles containing a sterically hindered 4-hydroxy-3,5-di(tert-butyl)phenyl group
    Kelarev V.I.
    Koshelev V.N.
    Silin M.A.
    [J]. Chemistry of Heterocyclic Compounds, 1997, 33 (6) : 718 - 723
  • [4] Synthesis of 2,3-disubstituted thiazolidin-4-ones, containing sterically hindered 4-hydroxy-3,5-di (tert-butyl)phenyl group
    Silin, MA
    Kelarev, VI
    Abu-Ammar, V
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2000, (02): : 256 - 260
  • [5] Synthesis of 2,3-disubstituted thiazolidin-4-ones containing the sterically hindered 4-hydroxy-3,5-Di(tert-butyl)phenyl grouping
    Silin M.A.
    Kelarev V.I.
    Abu-Ammar V.
    [J]. Chemistry of Heterocyclic Compounds, 2000, 36 (2) : 214 - 218
  • [6] Synthesis of novel phosphorus-containing sterically hindered phenols by the reaction of diphenyl (3,5-di-tert-butyl-4-oxocyclohexa-2,5-dienylidene)methylphosphonate with phenols
    Shaekhov, T. R.
    Gibadullina, E. M.
    Voronina, Yu K.
    Syakaev, V. V.
    Sharafutdinova, D. R.
    Burilov, A. R.
    Pudovik, M. A.
    [J]. RUSSIAN CHEMICAL BULLETIN, 2011, 60 (10) : 1999 - 2002
  • [7] Synthesis of novel phosphorus-containing sterically hindered phenols by the reaction of diphenyl (3,5-di-tert-butyl-4-oxocyclohexa-2,5-dienylidene)methylphosphonate with phenols
    T. R. Shaekhov
    E. M. Gibadullina
    Yu. K. Voronina
    V. V. Syakaev
    D. R. Sharafutdinova
    A. R. Burilov
    M. A. Pudovik
    [J]. Russian Chemical Bulletin, 2011, 60 : 1999 - 2002
  • [8] O-Alkyl-3,5-di-tert-butyl-4-hydroxybenzylchlorophosphonates in the Synthesis of New Phosphonamidates Containing Sterically Hindered Phenolic and N-Heterocyclic Fragments
    A. M. Shakirov
    E. M. Gibadullina
    E. A. Chugunova
    A. R. Burilov
    [J]. Russian Journal of General Chemistry, 2023, 93 : S577 - S582
  • [9] O-Alkyl-3,5-di-tert-butyl-4-hydroxybenzylchlorophosphonates in the Synthesis of New Phosphonamidates Containing Sterically Hindered Phenolic and N-Heterocyclic Fragments
    Shakirov, A. M.
    Gibadullina, E. M.
    Chugunova, E. A.
    Burilov, A. R.
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2023, 93 (SUPPL 2) : S577 - S582
  • [10] 2,6-DI-TERT-BUTYL-4,4-BIS(3,5-DI-TERT-BUTYL-4-HYDROXYBENZYL)-2,5-CYCLOHEXADIENONE - NEW REACTION-PRODUCT OF A HINDERED PHENOL
    CHASAR, DW
    WESTFAHL, JC
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (12): : 2177 - 2179