Dimroth rearrangement in the row of new pyrano[3,4-c][1,2,4]triazolo[4,3-a][1,5-a]pyridines and synthesis of new heterocyclic systems: Pyranopyrazolo[4,3-e][1,2,4]triazolopyridines

被引:1
|
作者
Paronikyan, Ervand G. [1 ]
Dashyan, Shushanik Sh. [1 ]
Mamyan, Suren S. [1 ]
Ayvazyan, Armen G. [1 ]
机构
[1] Natl Acad Sci Republ Armenia, Sci Technol Ctr Organ & Pharmaceut Chem, 26 Azatutyan Ave, Yerevan 0014, Armenia
关键词
BIOLOGICAL EVALUATION; NEUROTROPIC ACTIVITY; DERIVATIVES;
D O I
10.1002/jhet.4319
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New and effective methods for the synthesis of derivatives of pyrano[3,4-c][1,2,4]triazolo[4,3-a][1,5-a]pyridines were developed. Synthesized new tetracyclic heterocyclic systems containing pyrano[3,4-c]pyridine ring unknown in the literature were obtained for the first time. The rearrangement of Dimroth in the triazolo[4,3-a]pyridine systems for the first time was studied. The possibility of rearrangement of Dimroth in the new heterocyclic system has been investigated.
引用
收藏
页码:1936 / 1942
页数:7
相关论文
共 50 条
  • [41] Multicomponent Efficient Synthesis of New [1,2,4]Triazolo[3,4]thiadiazines
    Sujatha, Kodam
    Vedula, Rajeswar Rao
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (03) : 832 - 838
  • [42] Synthesis of [1,2,4]triazolo[1,5-a]pyridines of potential PGE2 inhibitory properties
    Girgis, Adel S.
    Barsoum, Flora F.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (05) : 1972 - 1977
  • [43] A Dimroth rearrangement approach for the synthesis of selenopheno[2,3-e][1,2,4]triazolo[1,5-c]pyrimidines with cytotoxic activity on breast cancer cells
    Kohandel, Omid
    Sheikhi-Mohammareh, Seddigheh
    Oroojalian, Fatemeh
    Memariani, Toktam
    Mague, Joel
    Shiri, Ali
    MOLECULAR DIVERSITY, 2022, 26 (03) : 1621 - 1633
  • [44] On Water Synthesis of 3-Aryl-1,2,4-Triazolo[4,3-a]Pyridines Using Iodobenzene Diacetate (IBD)
    Soni, Rinku
    Aneja, Deepak Kumar
    Sihag, Monika
    Rani, Neha
    Kinger, Mayank
    LETTERS IN ORGANIC CHEMISTRY, 2023, 20 (07) : 608 - 611
  • [45] Reaction of 1-substituted 3,5-diamino-1,2,4-triazoles with β-keto esters: synthesis and new rearrangement of mesoionic 3-amino-2H-[1,2,4]triazolo[4,3-a]pyrimidin-5-ones
    Chernyshev, Victor M.
    Astakhov, Alexander V.
    Starikova, Zoya A.
    TETRAHEDRON, 2010, 66 (18) : 3301 - 3313
  • [46] Molecular probes for the A2A adenosine receptor based on a pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine scaffold
    Kumar, T. Santhosh
    Mishra, Shilpi
    Deflorian, Francesca
    Yoo, Lena S.
    Khai Phan
    Kecskes, Miklos
    Szabo, Angela
    Shinkre, Bidhan
    Gao, Zhan-Guo
    Trenkle, William
    Jacobson, Kenneth A.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (09) : 2740 - 2745
  • [47] Synthesis and Antimicrobial Activity of Some New Thiadiazoles, Thioamides, 5-Arylazothiazoles and Pyrimido[4,5-d][1,2,4]triazolo[4,3-a]pyrimidines
    Abdelhamid, Abdou O.
    El Sayed, Ibrahim E.
    Hussein, Mohamed Z.
    Mangoud, Mangoud M.
    MOLECULES, 2016, 21 (08)
  • [48] Design, synthesis and molecular docking of new [1,2,4] triazolo[4,3-a]quinoxaline derivatives as anticancer agents targeting VEGFR-2 kinase
    Alsaif, Nawaf A.
    Elwan, Alaa
    Alanazi, Mohammed M.
    Obaidullah, Ahmad J.
    Alanazi, Wael A.
    Alasmari, Abdullah F.
    Albassam, Hussam
    Mahdy, Hazem A.
    Taghour, Mohammed S.
    MOLECULAR DIVERSITY, 2022, 26 (04) : 1915 - 1932
  • [49] Synthesis and anticancer activity of some 1,5-diaryl-3-(3,4,5-trihydroxyphenyl)-1H-pyrazolo[4,3-e][1,2,4]triazines
    Gucky, Tomas
    Reznickova, Eva
    Dzubak, Petr
    Hajduch, Marian
    Krystof, Vladimir
    MONATSHEFTE FUR CHEMIE, 2010, 141 (06): : 709 - 714
  • [50] 4-substituted 2-chloromethyl[1,2,4]triazolo[1,5-a]benzimidazoles and their transformations
    Kuz'menko, T. A.
    Divaeva, L. N.
    Morkovnik, A. S.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 51 (10) : 1474 - 1480