Synthesis of isoquinoline alkaloid derivatives from eugenol

被引：2
|
作者：
Mikhailovskii, A. G. [1 ]
Surikova, O. V. [1 ]
Limanskii, E. S. [1 ]
Vakhrin, M. I. [1 ]
机构：
[1] Perm State Pharmaceut Acad, Perm 614990, Russia
来源：
CHEMISTRY OF NATURAL COMPOUNDS | 2012年 / 48卷 / 02期
关键词：
eugenol; phase-transfer catalysis (18-crown-6/KOH); alkylation; nitriles; Ritter reaction; isoquinoline derivatives; imines and enamines; dioxyline and papaverine analogs;
D O I：
10.1007/s10600-012-0222-4
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Alkylation under phase-transfer catalysis conditions (18-crown-6/KOH) of eugenol was used for cyclocondensation with nitriles (Ritter reaction), the products of which were isoquinoline derivatives.
引用
收藏
页码：285 / 287
页数：3
相关论文
共 50 条
  • [1] Synthesis of isoquinoline alkaloid derivatives from eugenol
    A. G. Mikhailovskii
    O. V. Surikova
    E. S. Limanskii
    M. I. Vakhrin
    Chemistry of Natural Compounds, 2012, 48 : 285 - 287
  • [2] Regioselectivity in isoquinoline alkaloid synthesis
    Quevedo, Rodolfo
    Baquero, Edwin
    Rodriguez, Mario
    TETRAHEDRON LETTERS, 2010, 51 (13) : 1774 - 1778
  • [3] SYNTHESIS OF ISOQUINOLINE DERIVATIVES FROM β-HYDROXYARYLETHANAMIDES
    Suresh, Rajendran
    Muthusubramanian, Shanmugam
    SYNTHETIC COMMUNICATIONS, 2015, 45 (14) : 1696 - 1703
  • [4] Synthesis of the isoquinoline alkaloid, crispine C
    Blair, Adele
    Stevenson, Louise
    Sutherland, Andrew
    TETRAHEDRON LETTERS, 2012, 53 (32) : 4084 - 4086
  • [5] The synthesis of isoquinoline alkaloid and its related compounds using alanine derivatives as chiral auxiliaries
    Itoh, T
    Nagata, K
    Yokoya, M
    Miyazaki, M
    Kameoka, K
    Nakamura, S
    Ohsawa, A
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2003, 51 (08) : 951 - 955
  • [6] SYNTHESIS OF ISOQUINOLINE DERIVATIVES
    WHALEY, WM
    HARTUNG, WH
    JOURNAL OF ORGANIC CHEMISTRY, 1949, 14 (04): : 650 - 654
  • [7] SYNTHESIS OF THE NOVEL ISOQUINOLINE ENAMIDE ALKALOID POLYCARPINE
    LENZ, GR
    WOO, CM
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (04) : 691 - 693
  • [8] Stereoselective isoquinoline alkaloid synthesis with new diselenides
    Wirth, T
    Fragale, G
    SYNTHESIS-STUTTGART, 1998, (02): : 162 - 166
  • [9] Asymmetric synthesis of isoquinoline derivatives from amino acids
    Sieck, O
    Ehwald, M
    Liebscher, J
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (04) : 663 - 672
  • [10] NOVEL SYNTHESIS OF ISOQUINOLINE DERIVATIVES
    KATO, H
    FUJITA, R
    HONGO, H
    TOMISAWA, H
    HETEROCYCLES, 1979, 12 (01) : 1 - 4
12345