Conjugate Addition of Indoles to α,β-Unsaturated Ketones Using a Bronsted Acid Ionic Liquid as an Efficient Catalyst

被引：32
|
作者：
Yu, Chuan-Ji [1 ]
Liu, Chen-Jiang [1 ]
机构：
[1] Xinjiang Univ, Sch Chem & Chem Engn, Key Lab Oil & Gas Fine Chem, Minist Educ, Urumqi 830046, Peoples R China
来源：
MOLECULES | 2009年 / 14卷 / 09期
基金：
中国国家自然科学基金;
关键词：
Bronsted acid ionic liquid; beta-indolylketones; Michael addition; MICHAEL ADDITION;
D O I：
10.3390/molecules14093222
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The Bronsted acid ionic liquid [PyN(CH2)(4)SO3H][p-CH3PhSO3] has been reported as an efficient catalyst for the Michael addition reaction of indoles to alpha,beta-unsaturated ketones. Satisfactory results were obtained, with excellent yields and a simple experimental procedure. The catalyst could be recycled and reused up to three times without any noticeable decrease in the catalytic activity.
引用
收藏
页码：3222 / 3228
页数：7
相关论文
共 50 条
  • [1] Polyvinylsulfonic acid as a novel Bronsted acid catalyst for Michael addition of indoles to α,β-unsaturated ketones
    Ekbote, Sunil S.
    Panda, Anil G.
    Bhor, Malhari D.
    Bhanage, Bhalchandra M.
    CATALYSIS COMMUNICATIONS, 2009, 10 (12) : 1569 - 1573
  • [2] Novel Bronsted Acidic Ionic Liquids Based on Benzimidazolium Cation: Synthesis and Catalyzed Conjugate Addition of Indoles with α,β-unsaturated Ketones
    Wang, Bin
    Liu, Chenjiang
    FUNDAMENTAL OF CHEMICAL ENGINEERING, PTS 1-3, 2011, 233-235 : 977 - 984
  • [3] Conjugate addition of indoles to α,β-unsaturated ketones using Cu(OTf)2 immobilized in ionic liquids
    Yadav, JS
    Reddy, BVS
    Baishya, G
    Reddy, KV
    Narsaiah, AV
    TETRAHEDRON, 2005, 61 (40) : 9541 - 9544
  • [4] Palladium-catalyzed Michael addition of indoles to α,β-unsaturated ketones in an ionic liquid
    Li, WJ
    Lin, XF
    Wang, J
    Li, GL
    Wang, YG
    SYNLETT, 2005, (13) : 2003 - 2006
  • [5] Catalytic enantioselective conjugate addition of indoles to simple α,β-unsaturated ketones
    Bandini, M
    Fagioli, M
    Melchiorre, P
    Melloni, A
    Umani-Ronchi, A
    TETRAHEDRON LETTERS, 2003, 44 (31) : 5843 - 5846
  • [6] Conjugate addition of pyrroles to α,β-unsaturated ketones using copper bromide as a catalyst
    Kusurkar, Radhika S.
    Nayak, Sandip K.
    Chavan, Neelarn L.
    TETRAHEDRON LETTERS, 2006, 47 (41) : 7323 - 7326
  • [7] Gallium(III) triiodide catalyzed conjugate addition of indoles with α,β-unsaturated ketones
    Huang, Zhi-Hao
    Zou, Han-Ping
    Jiang, Wen-Qing
    TETRAHEDRON LETTERS, 2006, 47 (45) : 7965 - 7968
  • [8] Acidic ionic liquid-catalyzed highly efficient reaction of indoles to α,β-unsaturated ketones
    Gu, Da-gong
    Ji, Shun-jun
    Wang, Hong-xia
    Xu, Qiu-yan
    SYNTHETIC COMMUNICATIONS, 2008, 38 (08) : 1212 - 1223
  • [9] Bronsted Base Catalyzed Conjugate Addition of β-Acylvinyl Anion Equivalents to α,β-Unsaturated Ketones
    Kondoh, Azusa
    Yamaguchi, Sho
    Watanabe, Yushi
    Terada, Masahiro
    SYNLETT, 2022, 33 (18) : 1853 - 1857
  • [10] One-pot synthesis of β-amido ketones using Bronsted acidic ionic liquid as an efficient and reusable catalyst
    Deshmukh, Krishna M.
    Qureshi, Ziyauddin S.
    Nandurkar, Nitin S.
    Bhanage, Bhalchandra M.
    CANADIAN JOURNAL OF CHEMISTRY, 2009, 87 (02) : 401 - 405
12345