The facile and efficient Michael addition of indoles and pyrrole to α, β-unsaturated electron-deficient compounds catalyzed by aluminium dodecyl sulfate trihydrate [Al(DS)3]3H2O in water

被引:141
|
作者
Firouzabadi, H [1 ]
Iranpoor, N [1 ]
Nowrouzi, F [1 ]
机构
[1] Shiraz Univ, Dept Chem, Shiraz 71454, Iran
关键词
D O I
10.1039/b412653j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aluminium dodecyl sulfate trihydrate [Al(DS)(3)] . 3H(2)O is easily prepared and can be used as a Lewis acid surfactant catalyst in water to conduct the highly efficient Michael addition of indoles and pyrrole to alpha,beta-unsaturated electron-deficient compounds at room temperature.
引用
收藏
页码:789 / 791
页数:3
相关论文
共 14 条
  • [1] A Green and Efficient Michael Addition of Indoles to α, β-unsaturated Electron-deficient Compounds and Synthesis of Bis-indolylmethanes Catalyzed by Gallium Dodecyl Sulfate [Ga(DS)3] in Water
    Jiang, Jing
    Cai, Yuan
    Tang, Lixin
    JOURNAL OF NEW MATERIALS FOR ELECTROCHEMICAL SYSTEMS, 2017, 20 (01) : 31 - 37
  • [2] KF/Al2O3 mediated aza-Michael addition of indoles to electron-deficient olefins
    Moghaddam, FM
    Bardajee, GR
    Taimoory, SMD
    LETTERS IN ORGANIC CHEMISTRY, 2006, 3 (02) : 157 - 160
  • [3] KF/Al2O3-Mediated Michael addition of thiols to electron-deficient olefins
    Moghaddam, FM
    Bardajee, GR
    Veranlou, ROC
    SYNTHETIC COMMUNICATIONS, 2005, 35 (18) : 2427 - 2433
  • [4] Aluminium dodecyl sulfate trihydrate [Al(DS)3]•3H2O: An efficient Lewis acid-surfactant-combined catalyst for synthesis of 1,8-dioxo-octahydroxanthens and 1,8-dioxo-decahydroacridines
    Hasaninejad, A.
    Yousefy, T.
    Firoozi, S.
    IRANIAN JOURNAL OF SCIENCE AND TECHNOLOGY TRANSACTION A-SCIENCE, 2015, 39 (A2): : 129 - 140
  • [5] Aluminum tris (dodecyl sulfate) trihydrate Al(DS)3•3H2O as an efficient Lewis acid-surfactant-combined catalyst for organic reactions in water -: Efficient conversion of epoxides to thiiranes and to amino alcohols at room temperature
    Firouzabadi, Habib
    Iranpoor, Nasser
    Khoshnood, Abbas
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 274 (1-2) : 109 - 115
  • [6] An effective aza-Michael addition of aromatic amines to electron-deficient alkenes in alkaline Al2O3
    Ai, Xin
    Wang, Xin
    Liu, Jin-ming
    Ge, Ze-mei
    Cheng, Tie-ming
    Li, Run-tao
    TETRAHEDRON, 2010, 66 (29) : 5373 - 5377
  • [7] The Michael addition of indoles to α,β-unsaturated ketones catalyzed by CeCl3•7H2O-NaI combination supported on silica gel
    Bartoli, G
    Bartolacci, M
    Bosco, M
    Foglia, G
    Giuliani, A
    Marcantoni, E
    Sambri, L
    Torregiani, E
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (11): : 4594 - 4597
  • [8] Efficient conjugate addition of 1H-indoles to electron-deficient olefins catalyzed by silica-supported sodium hydrogen sulfate (NaHSO4•SiO2)
    Das, Biswanath
    Chowdhury, Nikhil
    Damodar, K.
    Reddy, K. Ravinder
    HELVETICA CHIMICA ACTA, 2007, 90 (02) : 340 - 345
  • [9] The PMe3-catalyzed addition of enantiomerically pure (-)-MenthylO (Ph)P(O)H to electron-deficient alkenes: an efficient way for the preparation of P-stereogenic compounds
    Saga, Yuta
    Mino, Yuka
    Kawaguchi, Shin-ichi
    Han, Daoqing
    Ogawa, Akiya
    Han, Li-Biao
    TETRAHEDRON-ASYMMETRY, 2017, 28 (01) : 84 - 89
  • [10] An efficient synthesis of aryldithiocarbamic acid esters from Michael addition of electron-deficient alkenes with arylamines and CS2 in solid media alkaline Al2O3
    Xia, Shuai
    Wang, Xin
    Ge, Ze-mei
    Cheng, Tie-ming
    Li, Run-tao
    TETRAHEDRON, 2009, 65 (05) : 1005 - 1009