SYNTHESIS OF 3-S-HETARYL-SUBSTITUTED PYRIDIN-2(1H)-ONES AND 5,6-DIHYDROPYRIDIN-2(1H)-ONES

被引:15
|
作者
Fisyuk, A. S. [1 ]
Bogza, Y. P. [1 ]
Poendaev, N. V. [1 ]
Goncharov, D. S. [1 ]
机构
[1] FM Dostoevsky Omsk State Univ, Omsk 644077, Russia
关键词
5,6-dihydropyridin-2(1H)-ones; N-(3-oxoalkenyl)amides; N-(3-oxoalkyl)amides; pyridin-2(1H)-ones; intramolecular cyclization;
D O I
10.1007/s10593-010-0592-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method has been developed for the synthesis of 3-S-hetaryl-substituted pyridin-2(1H)-ones and 5,6-dihydropyridin-2(1H)-ones based on the base catalyzed cyclization of N-(3-oxoalkyl)- and N-(3-oxoalkenyl)amides which contain a divalent sulfur atom in an alpha-position to a carbamoyl group and bound to the heterocycle.
引用
收藏
页码:844 / 849
页数:6
相关论文
共 50 条
  • [1] Synthesis of 3-S-hetaryl-substituted pyridin-2(1H)-ones and 5,6-dihydropyridin-2(1H)-ones*
    A. S. Fisyuk
    Y. P. Bogza
    N. V. Poendaev
    D. S. Goncharov
    [J]. Chemistry of Heterocyclic Compounds, 2010, 46 : 844 - 849
  • [2] 5,6-Dihydropyridin-2(1H)-ones and 5,6-dihydropyridine-2(1H)-thiones (review)
    Fisyuk A.S.
    Bundel' Yu.G.
    [J]. Chemistry of Heterocyclic Compounds, 1999, 35 (2) : 125 - 145
  • [3] NEW SYNTHESIS OF 3-ARYL-5,6-DIHYDROPYRIDIN-2(1H)-ONES
    FISYUK, AS
    VORONTSOVA, MA
    IVANOV, SA
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1994, (06): : 812 - 815
  • [4] A NEW SYNTHESIS OF 3-PHENYL-5,6-DIHYDROPYRIDIN-2(1H)-ONES
    FYSSIUK, AS
    VORONTSOVA, MA
    SAGITULLIN, RS
    [J]. MENDELEEV COMMUNICATIONS, 1993, (06) : 249 - 251
  • [5] KOtBu-mediated annulation of acetonitrile with aldehyde: synthesis of substituted dihydropyridin-2(1H)-ones, pyridin-2(1H)-ones, and thiopyridin-2(1H)-ones
    Yadav, Abhimanyu
    Verma, Ajay
    Patel, Saket
    Kumar, Amit
    Rathore, Vandana
    Meenakshi
    Kumar, Shailesh
    Kumar, Sangit
    [J]. CHEMICAL COMMUNICATIONS, 2015, 51 (58) : 11658 - 11661
  • [6] Synthesis of fluorinated 4-amino-5,6-dihydropyridin-2(1H)-ones
    Kosobokov, M. D.
    Struchkova, M. I.
    Dilman, A. D.
    [J]. RUSSIAN CHEMICAL BULLETIN, 2014, 63 (02) : 549 - 551
  • [7] Synthesis of fluorinated 4-amino-5,6-dihydropyridin-2(1H)-ones
    M. D. Kosobokov
    M. I. Struchkova
    A. D. Dilman
    [J]. Russian Chemical Bulletin, 2014, 63 : 549 - 551
  • [8] Synthesis of (S)-(+)-6-aryl-3-acetyl-6-trifluoromethyl-5,6-dihydropyridin-2(1H)-ones
    N. M. Golovach
    V. A. Sukach
    M. V. Vovk
    [J]. Russian Journal of Organic Chemistry, 2010, 46 : 1070 - 1073
  • [9] Synthesis of (S)-(+)-6-aryl-3-acetyl-6-trifluoromethyl-5,6-dihydropyridin-2(1H)-ones
    Golovach, N. M.
    Sukach, V. A.
    Vovk, M. V.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (07) : 1070 - 1073
  • [10] Greening Solid-Phase Organic Synthesis: Environmentally Conscious Synthesis of Pharmaceutically Relevant Privileged Structures 5,6-Dihydropyridin-2(1H)-ones and Quinolin-2(1H)-ones
    Schutznerov, Eva
    Pribylka, Adam
    Medran, Noelia S.
    Krchnak, Viktor
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (18): : 11867 - 11881