Reactions of dimethyl and di-tert-butyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates with difunctional nucleophiles

被引:8
|
作者
Gein, VL [1 ]
Gein, NV
Potemkin, KD
Kriven'ko, AP
机构
[1] Perm State Pharmaceut Acad, Perm, Russia
[2] Saratov NG Chernyshevskii State Univ, Saratov, Russia
基金
俄罗斯基础研究基金会;
关键词
Ester; Hydrate; Dimethyl; Hydrazine; Alkyl Group;
D O I
10.1007/s11176-005-0056-x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The nature of the alkyl group in the ester moieties of dimethyl and di-tert-butyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates affects the direction of their reactions with difunctional nucleophiles. The dimethyl esters react with hydrazine hydrate to give the corresponding tetrahydroindazoles, while their tert-butyl analogs are converted under similar conditions into 6-hydrazones. Reactions of both dimethyl and di-tert-butyl 6-oxocyclohexane-1,3-dicarboxylates with hydroxylamine lead to formation of 6-hydroxyimino derivatives.
引用
收藏
页码:1564 / 1568
页数:5
相关论文
共 50 条
  • [1] Reactions of dimethyl and di-tert-butyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates with difunctional nucleophiles
    V. L. Gein
    N. V. Gein
    K. D. Potemkin
    A. P. Kriven’ko
    Russian Journal of General Chemistry, 2004, 74 : 1564 - 1568
  • [2] Reaction of dialkyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates with aliphatic amines
    Gein, V. L.
    Nosova, N. V.
    Prusakova, A. S.
    Vakhrin, M. I.
    Kriven'ko, A. P.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2008, 78 (12) : 2357 - 2362
  • [3] Reaction of dialkyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates with aliphatic amines
    V. L. Gein
    N. V. Nosova
    A. S. Prusakova
    M. I. Vakhrin
    A. P. Kriven’ko
    Russian Journal of General Chemistry, 2008, 78 : 2357 - 2362
  • [4] Synthesis and Structure of Diisopropyl 6-Hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxylates and Their Reactions with Nucleophilic Reagents
    V. L. Gein
    N. V. Nosova
    K. D. Potemkin
    Z. G. Aliev
    A. P. Kriven’ko
    Russian Journal of Organic Chemistry, 2005, 41 : 1016 - 1022
  • [5] Synthesis and structure of diisopropyl 6-hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxylates and their reactions with nucleophilic reagents
    Gein, VL
    Nosova, NV
    Potemkin, KD
    Aliev, ZG
    Kriven'ko, AP
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 41 (07) : 1016 - 1022
  • [6] SYNTHESIS OF NEW NITROGEN-CONTAINING DERIVATIVES OF DIETHYL 4-HYDROXY-4-METHYL-2-ARYL-6-OXOCYCLOHEXANE-1,3-DICARBOXYLATES
    Ismiev, A. I.
    Guliyeva, N. A.
    Nagiyev, F. N.
    Magerramov, A. M.
    CHEMICAL PROBLEMS, 2016, (01): : 74 - 79
  • [7] Synthesis and Biological Activity of 2-Aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxamides
    N. V. Nosova
    D. D. Lezhnina
    O. N. Gein
    V. V. Novikova
    V. L. Gein
    Russian Journal of General Chemistry, 2020, 90 : 1817 - 1822
  • [8] Synthesis and Biological Activity of 2-Aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxamides
    Nosova, N. V.
    Lezhnina, D. D.
    Gein, O. N.
    Novikova, V. V.
    Gein, V. L.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2020, 90 (10) : 1817 - 1822
  • [9] Synthesis and antimicrobial activity of dialkyl-2-aryl-6-hydroxy-6-methyl-4-( p-toluenesulfonylaminoimino) cyclohexane-1,3-dicarboxylates
    V. L. Gein
    A. S. Prusakova
    N. V. Nosova
    M. I. Vakhrin
    E. V. Voronina
    A. P. Kriven’ko
    Pharmaceutical Chemistry Journal, 2010, 44 : 427 - 429
  • [10] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF DIALKYL-2-ARYL-6-HYDROXY-6-METHYL-4-(p-TOLUENESULFONYLAMINOIMINO)CYCLOHEXANE-1,3-DICARBOXYLATES
    Gein, V. L.
    Prusakova, A. S.
    Nosova, N. V.
    Vakhrin, M. I.
    Voronina, E. V.
    Kriven'ko, A. P.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2010, 44 (08) : 427 - 429