Catalytic oxidation of amines utilizing binuclear copper(II) complex of 7-azaindole

被引：61
作者：
Minakata, S
Ohshima, Y
Takemiya, A
Ryu, I
Komatsu, M
Ohshiro, Y
机构：
[1] OSAKA UNIV, FAC ENGN, DEPT APPL CHEM, SUITA, OSAKA 565, JAPAN
[2] KINKI UNIV, SCI & TECHNOL RES INST, HIGASHIOSAKA, OSAKA 577, JAPAN
来源：
CHEMISTRY LETTERS | 1997年 / 04期
关键词：
D O I：
10.1246/cl.1997.311
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Treatment of benzylamine with a catalytic amount of a binuclear copper(II) complex of 7-azaindole 1 under an oxygen atmosphere at room temperature produced benzylidene-benzylamine and benzonitrile in good yields. This reaction is also applicable to other amines and gives the corresponding imines. Interestingly 1-phenylpyrrolidine was oxidized to cyclic dimers, but, in the presence of triethylamine, it was oxidized to the corresponding gamma-lactam.
引用
收藏
页码：311 / 312
页数：2
相关论文
共 12 条
  • [1] ON THE GIF OXIDATION OF ALICYCLIC TERTIARY-AMINES
    BARTON, DHR
    BOIVIN, J
    GAUDIN, D
    JANKOWSKI, K
    [J]. TETRAHEDRON LETTERS, 1989, 30 (11) : 1381 - 1382
  • [2] MECHANISM OF THE COPPER MEDIATED OXIDATION OF PRIMARY ALIPHATIC-AMINES BY THE CU0/02 ACETIC-ACID SYSTEM IN ACETONITRILE
    CAPDEVIELLE, P
    LAVIGNE, A
    MAUMY, M
    [J]. TETRAHEDRON, 1990, 46 (08) : 2835 - 2844
  • [3] FERINGA BL, 1993, BIOINORGANIC CHEM CO, P306
  • [4] GILCHRIST TL, 1991, COMPREHENSIVE ORGANI, V6, P735
  • [5] Catalytic oxidation of alpha-carbon of ethers utilizing binuclear copper(II) complex of 7-azaindole
    Minakata, S
    Imai, E
    Ohshima, Y
    Inaki, K
    Ryu, I
    Komatsu, M
    Ohshiro, Y
    [J]. CHEMISTRY LETTERS, 1996, (01) : 19 - 20
  • [6] RUTHENIUM-CATALYZED CYTOCHROME-P-450 TYPE OXIDATION OF TERTIARY-AMINES WITH ALKYL HYDROPEROXIDES
    MURAHASHI, S
    NAOTA, T
    YONEMURA, K
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (24) : 8256 - 8258
  • [7] OXIDATION OF N-ACYL-PYRROLIDINES AND N-ACYL-PIPERIDINES WITH IRON(II) HYDROGEN-PEROXIDE AND AN IRON COMPLEX MOLECULAR-OXYGEN
    MURATA, S
    MIURA, M
    NOMURA, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (06): : 1259 - 1262
  • [8] Sayre L. M., 1993, BIOINORGANIC CHEM CO, P236, DOI DOI 10.1007/978-94-011-6875-5_19
  • [9] A MECHANISM FOR MITOCHONDRIAL MONOAMINE-OXIDASE CATALYZED AMINE OXIDATION
    SILVERMAN, RB
    HOFFMAN, SJ
    CATUS, WB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (23) : 7126 - 7128
  • [10] PHOTOCHEMICAL AND PHOTOPHYSICAL STUDIES OF AMINES WITH EXCITED FLAVINS - RELEVANCE TO THE MECHANISM OF ACTION OF THE FLAVIN-DEPENDENT MONOAMINE-OXIDASE
    SIMPSON, JT
    KRANTZ, A
    LEWIS, FD
    KOKEL, B
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) : 7155 - 7161
12