Synthesis of tetracyclic 5-azaindole analogues by palladium-catalyzed sequential annulation

被引:0
|
作者
Sung, ND
Yang, OK
Kang, SS
Yum, EK [1 ]
机构
[1] Chungnam Natl Univ, Dept Chem, Taejon 305764, South Korea
[2] Chungnam Natl Univ, Div Appl Biol & Chem, Taejon 305764, South Korea
关键词
tetracyclic 5-azaindole analogues; palladium; catalyst; annulation; 1-aryl alkynes;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tetracyclic 5-azaindole analogues were prepared by palladium-catalyzed sequential annulation of benzylidene(3-iodopyridinyl-4-yl)amine and 1-aryl substituted internal alkynes under Pd(OAC)(2), n-Bu4NCl, and Et3N at 120 degreesC. The synthetic procedure showed possible diversification of tetracyclic 5-azaindole analogues by varying the 1-aryl substituent in internal alkynes.
引用
收藏
页码:1351 / 1354
页数:4
相关论文
共 50 条
  • [1] THE SYNTHESIS OF 5-AZAINDOLE
    OKUDA, S
    ROBISON, MM
    JOURNAL OF ORGANIC CHEMISTRY, 1959, 24 (07): : 1008 - 1011
  • [2] A Convenient Palladium-Catalyzed Azaindole Synthesis
    De Gasparo, Raoul
    Lustenberger, Philipp
    Mathes, Christian
    Schlama, Thierry
    Veitch, Gemma E.
    Le Paih, Jacques J. M.
    SYNLETT, 2015, 26 (02) : 197 - 200
  • [3] Flexible, palladium-catalyzed indole and azaindole synthesis by direct annulation of chloroanilines and chloroaminopyridines with ketones
    Nazaré, M
    Schneider, C
    Lindenschmidt, A
    Will, DW
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (34) : 4526 - 4528
  • [4] Palladium-catalyzed annulation
    Larock, RC
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) : 111 - 124
  • [5] Palladium-catalyzed annulation
    Larock, RC
    PURE AND APPLIED CHEMISTRY, 1999, 71 (08) : 1435 - 1442
  • [6] THE SYNTHESIS OF DERIVATIVES OF 4-AZAINDOLE AND 5-AZAINDOLE
    CLEMO, GR
    SWAN, GA
    JOURNAL OF THE CHEMICAL SOCIETY, 1948, (FEB): : 198 - 200
  • [7] Palladium-catalyzed synthesis of cephalotaxine analogues
    Tietze, LF
    Schirok, H
    Wöhrmann, M
    CHEMISTRY-A EUROPEAN JOURNAL, 2000, 6 (03) : 510 - 518
  • [8] Palladium-Catalyzed Dual Annulation: A Method for the Synthesis of Norneocryptolepine
    Yeh, Li-Hsuan
    Wang, Hung-Kai
    Pallikonda, Gangaram
    Ciou, Yu-Lun
    Hsieh, Jen-Chieh
    ORGANIC LETTERS, 2019, 21 (06) : 1730 - 1734
  • [9] Palladium-Catalyzed Annulation Reactions for Diastereoselective Cyclopentene Synthesis
    Kohn, Benjamin L.
    Jarvo, Elizabeth R.
    ORGANIC LETTERS, 2011, 13 (18) : 4858 - 4861
  • [10] Palladium-Catalyzed Carbonylative Transformation for the Synthesis of Tetracyclic Indoline Thioesters
    Li, Ming
    Zhao, Guo-Xiao
    Xu, Shanmei
    Miao, Dong-Yu
    Li, Shun-Xi
    Qiu, Yi-Feng
    Chen, Dong-Ping
    Quan, Zheng-Jun
    Wang, Xi-Cun
    Liang, Yong-Min
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (15) : 3367 - 3371