Synthesis of Ethyl 5-(Arylcarbamoyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylates

被引：4
|
作者：
Hayotsyan, S. S. [1 ]
Sargsyan, A. A. [1 ]
Konkova, S. G. [1 ]
Khachatryan, A. Kh. [1 ,2 ]
Badasyan, A. E. [1 ]
Avagyan, K. A. [1 ]
Panosyan, H. A. [1 ]
Ayvazyan, A. G. [1 ]
Sargsyan, M. S. [1 ]
机构：
[1] Natl Acad Sci Armenia, Sci Technol Ctr Organ & Pharmaceut Chem, Yerevan, Armenia
[2] Minist Emergency Situat Armenia, State Acad Crisis Management, Yerevan, Armenia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 55卷 / 04期
关键词：
cyclization; 1,2-dihydropyridines; Michael adducts; intramolecular cyclization; pyridin-2(1H)-ones;
D O I：
10.1134/S1070428019040080
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-step procedure has been developed for the synthesis of previously unknown ethyl 5-(arylcarbamoyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylates by reaction of ethyl 2-cyano-3-ethoxyprop-2-enoate with acetoacetanilides in the presence of a catalytic amount of piperidine in ethanol at room temperature.
引用
收藏
页码：469 / 472
页数：4
相关论文
共 50 条
  • [31] SYNTHESIS OF 6-ALKOXYCARBONYLMETHYL SULFANYL-5-CYANO-2-METHYL-4-PHENYL-1,4-DIHYDROPYRIDINE-3-CARBOXYLATES
    Krauze, A.
    Sile, L.
    Chernova, L.
    Andzans, Z.
    Duburs, G.
    HETEROCYCLIC COMMUNICATIONS, 2009, 15 (04) : 297 - 301
  • [32] Synthesis of ethyl 5-acetyl-1-R-4-aryl-6-hydroxy-6-methyl-2-oxopiperidine-3-carboxylates
    M. S. Sargsyan
    S. S. Hayotsyan
    A. Kh. Khachatryan
    A. E. Badasyan
    G. A. Panosyan
    S. G. Kon’kova
    Chemistry of Heterocyclic Compounds, 2013, 48 : 1805 - 1808
  • [33] Synthesis of ethyl 5-acetyl-1-R-4-aryl-6-hydroxy-6-methyl-2-oxopiperidine-3-carboxylates
    Sargsyan, M. S.
    Hayotsyan, S. S.
    Khachatryan, A. Kh.
    Badasyan, A. E.
    Panosyan, G. A.
    Kon'kova, S. G.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 48 (12) : 1805 - 1808
  • [34] Methyl 4-(3-ethoxy-4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate monohydrate
    Thenmozhi, M.
    Kavitha, T.
    Satyanarayana, V. S. V.
    Vijayakumar, V.
    Ponnuswamy, M. N.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O1921 - U3509
  • [35] Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates
    Dostanic, Jasmina
    Valentic, Natasa
    Uscumlic, Gordana
    Mijin, Dusan
    JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2011, 76 (04) : 499 - 504
  • [36] Aminomethylation of 5-substituted 6-amino-2-oxo-1,2-dihydropyridine-3-carbonitriles
    A. N. Khrustaleva
    K. A. Frolov
    V. V. Dotsenko
    S. G. Krivokolysko
    Russian Journal of Organic Chemistry, 2014, 50 : 1804 - 1808
  • [37] Aminomethylation of 5-substituted 6-amino-2-oxo-1,2-dihydropyridine-3-carbonitriles
    Khrustaleva, A. N.
    Frolov, K. A.
    Dotsenko, V. V.
    Krivokolysko, S. G.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 50 (12) : 1804 - 1808
  • [38] Synthesis of alkyl 4-aryl-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylates
    V. L. Gein
    M. I. Kazantseva
    L. F. Gein
    P. A. Slepukhin
    Russian Journal of Organic Chemistry, 2014, 50 : 240 - 243
  • [39] A facile synthesis of ethyl 2-methyl-5-oxo-5H-[1]benzopyrano[3,4-c]pyridine-1-carboxylates
    Gangadhar, N
    Krupadanam, GLD
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1998, 37 (07): : 686 - 688
  • [40] Synthesis of alkyl 4-aryl-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylates
    Gein, V. L.
    Kazantseva, M. I.
    Gein, L. F.
    Slepukhin, P. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 50 (02) : 240 - 243
12345