KF/Al2O3-Mediated Michael addition of thiols to electron-deficient olefins

被引:23
|
作者
Moghaddam, FM [1 ]
Bardajee, GR [1 ]
Veranlou, ROC [1 ]
机构
[1] Sharif Univ Technol, Dept Chem, Tehran, Iran
关键词
electron-deficient olefins; KF/Al2O3; Michael addition; thiols;
D O I
10.1080/00397910500189783
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Potassium fluoride supported on alumina efficiently catalyzes Michael addition of aromatic and aliphatic thiols to a variety of conjugated alkenes such as alpha,beta-unsaturated carbonyl compounds, carboxylic esters, amides, nitriles and chalcones. The Michael adducts are produced in good to excellent yields and relatively in short times. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency.
引用
收藏
页码:2427 / 2433
页数:7
相关论文
共 50 条
  • [21] Green Michael Addition of Thiols to Electron Deficient Alkenes using KF/Alumina and Recyclable Solvent or Solvent-free Conditions
    Lenardao, Eder J.
    Trecha, Danusia O.
    Ferreira, Patricia da C.
    Jacob, Raquel G.
    Perin, Gelson
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2009, 20 (01) : 93 - 99
  • [22] An Efficient and Clean Michael Addition of Indoles to Electron-Deficient Olefins Under Solvent- and Catalyst-Free Condition
    Liu, Xiong-Li
    Xue, Dong
    Zhang, Zun-Ting
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (02) : 489 - 494
  • [23] Sequential dual-curing of electron-deficient olefins and alcohols relying on oxa-Michael addition and anionic polymerization
    Fischer, Susanne M.
    Schallert, Viktor
    Uher, Johanna M.
    Slugovc, Christian
    POLYMER CHEMISTRY, 2023, 14 (10) : 1081 - 1084
  • [24] Phase-transfer catalytic aza-Michael addition of tert-butyl benzyloxycarbamate to electron-deficient olefins
    Lee, Jihoon
    Kim, Mi-Hyun
    Jew, Sang-Sup
    Park, Hyeung-Geun
    Jeong, Byeong-Seon
    CHEMICAL COMMUNICATIONS, 2008, (16) : 1932 - 1934
  • [25] 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
  • [26] Alkylation of Electron-Deficient Olefins through Conjugate Addition of Organozinc Reagents: An Update
    Baruah, Biswajita
    Deb, Mohit L.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (42) : 5756 - 5766
  • [27] Samarium triiodide-catalyzed conjugate addition of indoles with electron-deficient olefins
    Zhan, ZP
    Yang, RF
    Lang, K
    TETRAHEDRON LETTERS, 2005, 46 (22) : 3859 - 3862
  • [28] Synthesis of Polysubstituted Electron-Deficient Cyclobutane via Michael Addition and Oxidative Cyclization
    Wang, Guangyin
    Lv, Xuliang
    Weng, Xiaodi
    Tang, Xuefeng
    Rong, Xianhui
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (07) : 1532 - 1535
  • [29] CYCLOPROPANATION OF ELECTRON-DEFICIENT OLEFINS WITH DIBROMOMETHANE BY NI(O) COMPLEXES AND ZINC
    KANAI, H
    HIRAKI, N
    IIDA, S
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (04) : 1025 - 1029
  • [30] Michael-addition reaction of malononitrile with α,β-unsaturated cycloketones catalyzed by KF/Al2O3
    Wang, XS
    Shi, DQ
    Tu, SJ
    CHINESE JOURNAL OF CHEMISTRY, 2004, 22 (02) : 122 - 125