A facile synthesis of 1-alkyl-5-arylalkoxy-6-methoxy-3,4-dihydroisoquinolines

被引:1
|
作者
Yim, Heong-Seup
Kim, Ho-Kyun
Kim, Jeum-Jong
Kweon, Deok-Heon
Lee, Sang-Gyeong [1 ]
Kim, Jung-Ho
Yoon, Yong-Jin
机构
[1] Gyeongsang Natl Univ, Grad Sch Mol Mat & Nanochem, Environm Biotechnol Natl Core Res Ctr, Res Inst Nat Sci,Dept Chem, Jinju 660701, South Korea
[2] Gyeongsang Natl Univ, Grad Sch Mol Mat & Nanochem, Res Inst Life Sci, Dept Chem, Jinju 660701, South Korea
[3] Hanwha Chem R&D Ctr, Taejon 305345, South Korea
关键词
D O I
10.1002/jhet.5570440426
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Alkyl-5-arylalkoxy-6-methoxy-3,4-dihydroisoquinolines were synthesized by the alkylation of 1-alkyl-5-hydroxy-6-methoxy-3,4-dihydroisoquinolines with arylalkyl halide in the presence of potassium carbonate. 1-Alkyl-5-hydroxy-6-methoxy-3,4-dihydroisoquinolines as key precursor prepared from o-vaniline via 6 steps.
引用
收藏
页码:909 / 914
页数:6
相关论文
共 50 条
  • [1] Synthesis of 1-aroyl-3,4-dihydroisoquinolines
    Mikhailovsky, AG
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2000, (02): : 264 - 265
  • [2] SYNTHESIS OF SUBSTITUTED 1-STYRYL-3,4-DIHYDROISOQUINOLINES
    HARMON, RE
    JENSEN, BL
    GUPTA, SK
    NELSON, JD
    JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (03): : 825 - &
  • [3] Synthesis of 1-aroyl-3,4-dihydroisoquinolines [3]
    Mikhailovskii, A.G.
    Chemistry of Heterocyclic Compounds, 2000, 36 (02) : 223 - 223
  • [4] SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 1-STYRYL-3,4-DIHYDROISOQUINOLINES
    HARMON, RE
    JENSEN, BL
    GUPTA, SK
    HANKA, LJ
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1970, 59 (04) : 576 - &
  • [5] SYNTHESIS AND ANTIHYPERTENSIVE ACTIVITY OF 1-AMINO-3,4-DIHYDROISOQUINOLINES
    DIANA, GD
    HINSHAW, WB
    LAPE, HE
    JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (03) : 449 - 452
  • [6] REDUCTION OF 1-STYRYL-3,4-DIHYDROISOQUINOLINES
    DIETZ, G
    FAUST, G
    FIEDLER, W
    PHARMAZIE, 1971, 26 (10): : 586 - &
  • [7] New synthesis of benzo[a]quinolizines by [3+3]cyclocondensation of 1-alkyl-3,4-dihydroisoquinolines with aminomethylenemalonates
    Gulyakevich, OV
    Mikhalchuk, AL
    Akhrem, AA
    KHIMIYA PRIRODNYKH SOEDINENII, 1997, (03): : 432 - 433
  • [8] Visible-Light-Mediated Oxidation of 1-Benzyl-3,4-dihydroisoquinolines with Dioxygen: A Switchable Synthesis of 1-Benzoylisoquinolines and 1-Benzoyl-3,4-dihydroisoquinolines
    Ma, Peipei
    Wu, Hongli
    Gan, Haifeng
    SYNTHESIS-STUTTGART, 2023, 55 (24): : 4103 - 4112
  • [9] Synthesis and Analgesic Activity of 1-substituted 3-methyl-6-methoxy-7(n-butoxy)-3,4-dihydroisoquinolines
    O. V. Surikova
    A. S. Yusov
    R. R. Makhmudov
    A. G. Mikhailovskii
    Pharmaceutical Chemistry Journal, 2017, 51 : 18 - 21
  • [10] Regioselective synthesis of 1-substituted 6-methoxy-3,3,4,4-tetramethyl-3,4-dihydroisoquinolines via Ritter reaction
    Shklyaev, Yu V.
    Rozhkova, Yu S.
    Perevoshchikova, A. N.
    Gorbunov, A. A.
    RUSSIAN CHEMICAL BULLETIN, 2014, 63 (09) : 2087 - 2091