An expeditious synthesis of substituted and annelated pyrido[2,3-b]indoles

被引:37
作者
Barun, O [1 ]
Patra, PK [1 ]
Ila, H [1 ]
Junjappa, H [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
关键词
D O I
10.1016/S0040-4039(99)00530-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and versatile synthesis of substituted and annelated pyrido[2,3-b]indoles (alpha-carboline) involving conjugate displacement on alpha-oxoketene dithioacetals by 1-methyl-2-oxoindole enolate anion and subsequent cyclization of the adducts in the presence of ammonium acetate has been described. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3797 / 3800
页数:4
相关论文
共 23 条
  • [1] Alkaloids from the tunicate Polycarpa aurata from Chuuk atoll
    Abas, SA
    Hossain, MB
    vanderHelm, D
    Schmitz, FJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (08) : 2709 - 2712
  • [2] ABDOUABDELLAH A, 1998, TETRAHEDRON LETT, V39, P2119
  • [3] A SHORT ENTRY INTO THE PYRIDO[2,3-B]INDOLE RING-SYSTEM - SYNTHESIS OF THE TETRACYCLIC SEGMENT OF THE MARINE ANTITUMOR AGENTS - GROSSULARINE-1 AND GROSSULARINE-2
    ACHAB, S
    GUYOT, M
    POTIER, P
    [J]. TETRAHEDRON LETTERS, 1993, 34 (13) : 2127 - 2130
  • [4] AN EXPEDITIOUS SYNTHESIS OF STRUCTURAL ANALOGS OF THE MARINE CYTOTOXIC AGENTS GROSSULARINES-1 AND GROSSULARINES-2
    ACHAB, S
    GUYOT, M
    POTIER, P
    [J]. TETRAHEDRON LETTERS, 1995, 36 (15) : 2615 - 2618
  • [5] SYNTHESIS AND POTENTIAL ANXIOLYTIC ACTIVITY OF 4-AMINO-PYRIDO[2,3-B]INDOLES
    BOLTON, D
    FORBES, IT
    HAYWARD, CJ
    PIPER, DC
    THOMAS, DR
    THOMPSON, M
    UPTON, N
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (10) : 1941 - 1946
  • [6] TOTAL SYNTHESIS OF GROSSULARINES-1 AND-2
    CHOSHI, T
    YAMADA, S
    SUGINO, E
    KUWADA, T
    HIBINO, S
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (18) : 5899 - 5904
  • [7] ALPHA-OXO KETENE DITHIOACETALS AND RELATED-COMPOUNDS - VERSATILE 3-CARBON SYNTHONS
    DIETER, RK
    [J]. TETRAHEDRON, 1986, 42 (12) : 3029 - 3096
  • [8] SYNTHESES OF FUNCTIONALIZED PYRIDO[2,3-B]INDOLES
    FORBES, IT
    JOHNSON, CN
    THOMPSON, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (02): : 275 - 281
  • [9] ALPHA-OXOKETENE-S,S-ACETAL, N,S-ACETAL AND N,N-ACETAL - VERSATILE INTERMEDIATES IN ORGANIC-SYNTHESIS
    JUNJAPPA, H
    ILA, H
    ASOKAN, CV
    [J]. TETRAHEDRON, 1990, 46 (16) : 5423 - 5506
  • [10] KIN JS, 1997, TETRAHEDRON LETT, V38, P3431