Three-Component Heterocyclization of 5-(Arylmethylidene)pyrimidine-2,4,6(1H,3H,5H)-triones with Isoquinoline and Dimethyl But-2-ynedioate

被引：0
|
作者：
Tyrkov, A. G. [1 ]
Yurtaeva, E. A. [2 ]
机构：
[1] Tatishchev Astrakhan State Univ, Astrakhan 414056, Russia
[2] Branch Volgograd State Med Univ, Minist Hlth Russian Federat, Pyatigorsk Med & Pharmaceut Inst, Pyatigorsk 357532, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 60卷 / 04期
关键词：
5-(arylmethylidene)-2,4,6-pyrimidine-2,4,6(1H,3H,5H)-triones; isoquinoline; dimethyl but-2-ynedioate; three-component heterocyclization; dimethyl 2-aryl-2 ',4 ',6 '-trioxo-1 ',3 ',4 ',6 '-tetrahydro-2H,2 ' H,11bH-spiro[pyrido[2,1-a]isoquinoline-1,5 '-pyrimidine]-3,4-dicarboxylates; dipotassium 2-aryl-2 ',4 ',6 '-trioxo-1 ',3 ',4 ',6 '-tetrahydro-2H,2 ' H,11bH-spiro[pyrido[2,1-a]isoquinoline-1,5 '-pyrimidine]-3,4-dicarboxylates; 5-(ARYLMETHYLIDENE)-2,4,6-PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONES;
D O I：
10.1134/S1070428024040122
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction 5-(arylmethylidene)-2,4,6-pyrimidine-2,4,6(1H,3H,5H)-triones with isoquinoline and dimethyl but-2-ynedioate gave cycloaddition products, mixtures of diastereoisomeric substituted dimethyl 2-aryl-2 ',4 ',6 '-trioxo-1 ',3 ',4 ',6 '-tetrahydro-2H,2 ' H,11bH-spiro[pyrido[2,1-a]isoquinoline-1,5 '-pyrimidine]-3,4-dicarboxylates which were converted to the corresponding dipotassium salts by treatment with excess potassium hydroxide in ethanol. The synthesized compounds are of interest as promising intermediate products with potential antitubercular and fungicidal activities.
引用
收藏
页码：645 / 649
页数：5
相关论文
共 50 条
  • [21] Reaction 5-(Arylmethylidene)-2,4,6-pyrimidine-2,4,6(1H,3H,5H)-triones with Arenecarbaldehyde Phenylhydrazones in the Presence of Sodium N-Chlorobenzenesulfonamide
    Tyrkov, A. G.
    Yurtaeva, E. A.
    Rsaeva, O. B.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 55 (02) : 269 - 272
  • [22] 5-(Arylmethylidene)-2,4,6-pyrimidine-2,4,6(1H,3H,5H)-triones in Reaction with p-Phenacyl- and p-Acetonylisoquinolinium bromides
    Tyrkov, A. G.
    Nosachev, S. B.
    Vladimirova, T. S.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (05) : 762 - 765
  • [23] Reaction 5-(Arylmethylidene)-2,4,6-pyrimidine-2,4,6(1H,3H,5H)-triones with Arenecarbaldehyde Phenylhydrazones in the Presence of Sodium N-Chlorobenzenesulfonamide
    A. G. Tyrkov
    E. A. Yurtaeva
    O. B. Rsaeva
    Russian Journal of Organic Chemistry, 2019, 55 : 269 - 272
  • [24] 1,3-Dimethyl-5-(2-methylbenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
    Panchatcharam, R.
    Dhayalan, V.
    Mohanakrishnan, A. K.
    Chakkaravarthi, G.
    Manivannan, V.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O2394 - +
  • [25] One-pot Synthesis of 5-{[Bis(azolylmethylthio)]methylene}pyrimidine-2,4,6-(1H,3H,5H)-triones
    Padmavathi, Venkatapuram
    Reddy, Guda Dinneswara
    Venkatesh, Bhumireddy Chinnachennaiahgari
    Padmaja, Adivireddy
    ARCHIV DER PHARMAZIE, 2011, 344 (03) : 165 - 169
  • [26] Synthesis of New Pyrimidine-2,4,6(1H,3H,5H)-trione Derivatives
    A. V. Velikorodov
    E. N. Kutlalieva
    V. Yu. Kotova
    E. A. Shustova
    Russian Journal of Organic Chemistry, 2025, 61 (2) : 225 - 234
  • [27] 1,3-Dimethyl-5-(thiazol-2-yldiazenyl)pyrimidine-2,4,6(1H,3H,5H)-trione
    Seferoglu, Zeynel
    Hokelek, Tuncer
    Sahin, Ertan
    Celik, Mehmet Emin
    Ertan, Nermin
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O5855 - O5857
  • [28] Crystal structure of 5-[bis(methylsulfonyl)methyl]-1,3-dimethyl-5-(methylsulfonyl)pyrimidine-2,4,6(1H, 3H, 5H)-trione
    Mallah, Eyad
    Al-Sheikh, Ahmed
    Sweidan, Kamal
    Abu Dayyih, Wael
    Steimann, Manfred
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O58 - +
  • [29] An efficient synthesis of 1,3-dimethyl-5-(2-phenyl-4H-chromen-4-ylidene) pyrimidine-2,4,6(1H,3H,5H)-triones and investigation of their interactions with β-lactoglobiulin
    Sepay, Nayim
    Mallik, Sumitava
    Guha, Chayan
    Mallik, Asok K.
    RSC ADVANCES, 2016, 6 (98) : 96016 - 96024
  • [30] Synthesis and antimicrobial activity of coumarin pyrazole pyrimidine 2,4,6(1H,3H,5H)triones and thioxopyrimidine4,6(1H,5H)diones
    Laxmi, S. Vijaya
    Kuarm, B. Suresh
    Rajitha, B.
    MEDICINAL CHEMISTRY RESEARCH, 2013, 22 (02) : 768 - 774
12345