Synthesis and halocyclization of N- and O-propargyl derivatives of quinolin-2(1H)-ones

被引:0
|
作者
Vershinina, E. A. [1 ]
Kim, D. G. [1 ]
Osipov, A. A. [1 ]
机构
[1] South Ural State Univ, Natl Res Univ, 76 Prosp Lenina, Chelyabinsk 454080, Russia
关键词
4-methyl- and 4,8-dimethylquinolin-2(1H)-ones; propargyl bromide; dihydro[1,3]oxazolo[3,2-a]quinolinium halides;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The alkylation of 4-methyl- and 4,8-dimethylquinolin-2(1H)-ones with propargyl bromide gave 4-methyl-N-propargylquinolin-2(1H)-one and 4,8-dimethyl-2-propargyloxyquinoline, respectively, which react with iodine and bromine to form dihydro[1,3]oxazolo[3,2-a]quinolinium halides.
引用
收藏
页码:391 / 393
页数:3
相关论文
共 50 条
  • [41] An Expedient Approach for the Synthesis of Bioactive Pyrazole, Isoxazole and Benzodiazepine-Substituted Quinolin-2(1H)-one Derivatives
    Sankaran, Mathan
    Uvarani, Chokkalingam
    Chandraprakash, Kumarasamy
    Umamaheswari, Mani
    Mohan, Palathurai Subramaniam
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (04) : 1082 - 1092
  • [42] Synthesis, antiproliferative, and antiplatelet activities of oxime- and amide-containing quinolin-2(1H)-one derivatives
    Chen, I-Li
    Chang, Ken-Ming
    Miaw, Chang-Ling
    Liao, Chang-Hui
    Chen, Jih-Jung
    Wang, Tai-Chi
    BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (20) : 6527 - 6534
  • [43] Oxidative Aromatization of 3,4-Dihydroquinolin-2(1H)-ones to Quinolin-2(1H)-ones Using Transition-Metal-Activated Persulfate Salts
    Chen, Weiming
    Sun, Changliang
    Zhang, Yan
    Hu, Tianwen
    Zhu, Fuqiang
    Jiang, Xiangrui
    Abame, Melkamu Alemu
    Yang, Feipu
    Suo, Jin
    Shi, Jing
    Shen, Jingshan
    Aisa, Haji A.
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (13): : 8702 - 8709
  • [44] Green Synthesis of Pyrimido[4,5-b]quinolin-2,4(1H,3H)-ones
    Nadaraj, Vetrivel
    Selvi, Senniappan Thamarai
    Abirami, Maharajan
    Thangadurai, Thangaian Daneil
    RESEARCH JOURNAL OF PHARMACEUTICAL BIOLOGICAL AND CHEMICAL SCIENCES, 2015, 6 (03): : 901 - 904
  • [45] Weak Base-Promoted Lactamization under Microwave Irradiation: Synthesis of Quinolin-2(1H)-ones and Phenanthridin-6(5H)-ones
    Pham Duy Quang Dao
    Lim, Ho-Jin
    Cho, Chan Sik
    ACS OMEGA, 2018, 3 (09): : 12114 - 12121
  • [46] Synthesis and vasorelaxing evaluation of α-methylidene-γ-butyrolactone bearing quinolin-2(1H)-one and 3,4-dihydroquinolin-2(1H)-one derivatives
    Wang, TC
    Zhao, YL
    Kuo, DH
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2001, 36 (11-12) : 909 - 914
  • [47] Synthesis of New 1-Hydroxy-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-one Derivatives
    Novichikhina, N. P.
    Shestakov, A. S.
    Skoptsova, A. A.
    Ashrafova, Z. E.
    Stolpovskaya, N., V
    Kosheleva, E. A.
    Shatalov, G., V
    Ledenyova, I., V
    Shikhaliev, Kh S.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 57 (10) : 1592 - 1599
  • [48] Synthesis and biological evaluation of a new furo[2,3-h]quinolin-2(1H)-one
    Chilin, A
    Marzano, C
    Guiotto, A
    Baccichetti, F
    Carlassare, F
    Bordin, F
    JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (05) : 1146 - 1149
  • [49] Identification of N-acyl quinolin-2(1H)-ones as new selective agents against clinical isolates of Acanthamoeba keratitis
    Reyes-Batlle, Maria
    Blanco Freijo, Monica
    Lopez-Arencibia, Atteneri
    Lorenzo-Morales, Jacob
    McNaughton-Smith, Grant
    Pinero, Jose E.
    Abad-Grillo, Teresa
    BIOORGANIC CHEMISTRY, 2020, 99
  • [50] Synthesis of New 1-Hydroxy-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-one Derivatives
    N. P. Novichikhina
    A. S. Shestakov
    A. A. Skoptsova
    Z. E. Ashrafova
    N. V. Stolpovskaya
    E. A. Kosheleva
    G. V. Shatalov
    I. V. Ledenyova
    Kh. S. Shikhaliev
    Russian Journal of Organic Chemistry, 2021, 57 : 1592 - 1599