Synthesis of isoxazolylpyrrolones by three-component reaction of α-ketoglutaric acid or its diethyl ester with 3-amino-5-methylisoxazole and aromatic aldehydes

被引:3
作者
Sakhno, Yana I. [1 ]
Radchenko, Oleksandr V. [1 ]
Muravyova, Elena A. [1 ]
Sirko, Svitlana M. [1 ]
Shishkina, Svitlana V. [1 ,2 ]
Musatov, Vladimir I. [1 ]
Desenko, Sergey M. [1 ,2 ]
Chebanov, Valentyn A. [1 ,2 ]
机构
[1] Natl Acad Sci Ukraine, Inst Single Crystals, State Sci Inst, Div Chem Funct Mat, 60 Nauky Ave, UA-61072 Kharkiv, Ukraine
[2] Kharkov Natl Univ, Fac Chem, 4 Svobody Sq, UA-61077 Kharkiv, Ukraine
基金
新加坡国家研究基金会;
关键词
3-amino-5-methylisoxazole; alpha-ketoglutaric acid; 1-(5-methylisoxazol-3-yl)-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]acetic acid; multicomponent reaction; ISOXAZOLE; DERIVATIVES;
D O I
10.1007/s10593-021-02902-w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[2-Aryl-4-hydroxy-1-(5-methylisoxazol-3-yl)-5-oxo-2,5-dihydro-1H-pyrrol-3-yl]acetic acids and their esters were synthesized by the three-component reaction of alpha-ketoglutaric acid or its diethyl ester with 3-amino-5-methylisoxazole and aromatic aldehydes.
引用
收藏
页码:261 / 265
页数:5
相关论文
共 24 条
  • [1] Buchholz M., . WO Patent, Patent No. [2008/055945, 2008055945]
  • [2] Novel chiral isoxazole derivatives:: Synthesis and pharmacological characterization at human β-adrenergic receptor subtypes
    Dallanoce, Clelia
    Frigerio, Fabio
    De Amici, Marco
    Dorsch, Sandra
    Klotz, Karl-Norbert
    De Micheli, Carlo
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (07) : 2533 - 2543
  • [3] Design, synthesis and biological evaluation of quinoxaline compounds as anti-HIV agents targeting reverse transcriptase enzyme
    Fabian, Lucas
    Taverna Porro, Marisa
    Gomez, Natalia
    Salvatori, Melina
    Turk, Gabriela
    Estrin, Dario
    Moglioni, Albertina
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2020, 188
  • [4] Evaluation of quinoxaline compounds as ligands of a site adjacent to S2 (AS2) of cruzain
    Fabian, Lucas
    Florencia Martini, M.
    Salas Sarduy, Emir
    Estrin, Dario A.
    Moglioni, Albertina G.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2019, 29 (16) : 2197 - 2202
  • [5] Gein V.L., 1993, Pharm. Chem. J, V27, P343, DOI [DOI 10.1007/BF00819965, 10.1007/BF00819965]
  • [6] GEIN VL, 1993, PHARMAZIE, V48, P107
  • [7] GEIN VL, 1992, ZH OBSHCH KHIM+, V62, P2774
  • [8] Synthesis of potential chemotherapic quinoxalinone derivatives by biocatalysis or microwave-assisted Hinsberg reaction
    Gris, Javier
    Glisoni, Rornina
    Fabian, Lucas
    Fernandez, Beatriz
    Moglioni, Albertina G.
    [J]. TETRAHEDRON LETTERS, 2008, 49 (06) : 1053 - 1056
  • [9] Regioselective synthesis of isoxazole-mercaptobenzimidazole hybrids and their in vivo analgesic and anti-inflammatory activity studies
    Kankala, Shravankumar
    Kankala, Ranjith Kumar
    Gundepaka, Prasad
    Thota, Niranjan
    Nerella, Srinivas
    Gangula, Mohan Rao
    Guguloth, Hanmanthu
    Kagga, Mukkanti
    Vadde, Ravinder
    Vasam, Chandra Sekhar
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (05) : 1306 - 1309
  • [10] Distamycin analogues with enhanced lipophilicity: Synthesis and antimicrobial activity
    Khalaf, AI
    Waigh, RD
    Drummond, AJ
    Pringle, B
    McGroarty, I
    Skellern, GG
    Suckling, CJ
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (08) : 2133 - 2156