OXIDATION OF 1,2,3,4-TETRAHYDROISOQUINOLINES TO 3,4-DIHYDROISOQUINOLINES WITH MOLECULAR-OXYGEN CATALYZED BY COPPER(II) CHLORIDE

被引：23
|
作者：
SHIMIZU, M
ORITA, H
HAYAKAWA, T
SUZUKI, K
TAKEHIRA, K
机构：
[1] National Institute of Materials and Chemical Research, Tsukuba, Ibaraki, 305, 1-1, Higashi
来源：
HETEROCYCLES | 1995年 / 41卷 / 04期
关键词：
D O I：
10.3987/COM-94-6991
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A catalytic oxidation system, a CuCl2-O-2 system, was efficient for dehydrogenation of 1,2,3,4-tetrahydroisoquinolines to 3,4-dihydroisoquinolines. Oxidation of 1,2,3,4-tetrahydroquinoline was also carried out.
引用
收藏
页码：773 / 779
页数：7
相关论文
共 50 条
  • [41] MECHANISTIC STUDY OF COPPER(II)-CATALYZED OXIDATION OF FLUORENE WITH MOLECULAR-OXYGEN
    ALLARA, DL
    JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (15): : 2448 - &
  • [42] SYNTHESIS OF 1,2,3,4-TETRAHYDROISOQUINOLINES FROM ALPHA-METHYLDOPA
    RACHLIN, S
    WORNING, K
    ENEMARK, J
    TETRAHEDRON LETTERS, 1968, (39) : 4163 - &
  • [43] ALTERNATE ROUTE FOR SYNTHESIS OF CYCLOPENTANO[H]-1,2,3,4-TETRAHYDROISOQUINOLINES
    MATHISON, IW
    JONES, RH
    SOLOMONS, WE
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1975, 12 (01) : 165 - 167
  • [44] SYNTHESIS OF 1,2,3,4-TETRAHYDROISOQUINOLINES AND RELATED COMPOUNDS BY PHENOLIC CYCLIZATION
    KAMETANI, T
    FUKUMOTO, K
    KIGASAWA, K
    HIIRAGI, M
    ISHIMARU, H
    HETEROCYCLES, 1975, 3 (04) : 311 - 341
  • [45] NEW SYNTHETIC METHODS OF 1-SUBSTITUTED 1,2,3,4-TETRAHYDROISOQUINOLINES
    YOSHIFUJI, M
    SEEBACH, D
    HETEROCYCLES, 1982, 19 (01) : 166 - 166
  • [46] Novel strategies for catalytic asymmetric synthesis of C1-chiral 1,2,3,4-tetrahydroisoquinolines and 3,4-dihydrotetrahydroisoquinolines
    Liu, Wangsheng
    Liu, Shasha
    Jin, Ruiwen
    Guo, Hao
    Zhao, Jinbo
    ORGANIC CHEMISTRY FRONTIERS, 2015, 2 (03): : 288 - 299
  • [47] Conformational study on 2-acyl-1-alkylidene-1,2,3,4-tetrahydroisoquinolines
    Kitamura, M
    Tsukamoto, M
    Takaya, H
    Noyori, R
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1996, 69 (06) : 1695 - 1700
  • [48] A COMMENT ON LEAD-TETRAACETATE OXIDATION OF 4 GUIACOL-TYPE 1,2,3,4-TETRAHYDROISOQUINOLINES
    HARA, H
    SHINOKI, H
    HOSHINO, O
    UMEZAWA, B
    HETEROCYCLES, 1983, 20 (11) : 2149 - 2154
  • [49] CONFORMATION EQUILIBRIUM OF N-ACYL-1-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINES
    POTAPOV, VM
    DEMYANOVICH, VM
    KRIVDIN, LB
    SKVORTSOVA, TV
    BKHATTI, ZI
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1981, (05): : 662 - 665
  • [50] Role of NMDA receptor antagonism in the mechanisms of neuroprotection by 1,2,3,4-tetrahydroisoquinolines
    Makarewicz, Dorota
    Kuszczyk, Magdalena
    Zieminska, Elzbieta
    Salinska, Elzbieta
    Stafiej, Aleksandra
    Antkiewicz-Michaluk, Lucyna
    Lazarewicz, Jerzy W.
    PHARMACOLOGICAL REPORTS, 2007, 59 : 45 - 45
12345