One-pot synthesis of β-amino carbonyl compounds catalyzed silica supported phenylphosphinic acid

被引:1
作者
Liu, Di [1 ]
Zhang, Jingwei [1 ]
Zhang, Chi [1 ]
Kou, Xiaoyan [1 ]
机构
[1] Shandong Univ Sci & Technol, Coll Chem & Environm Engn, Qingdao 266590, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金; 高等学校博士学科点专项科研基金;
关键词
beta-amino carbonyl compounds; Mannich reaction; silica supported phenylphosphinic acid; synthesis; MANNICH REACTION; 3-COMPONENT SYNTHESIS; FACILE SYNTHESIS; IONIC LIQUIDS; KETONES; SALTS;
D O I
10.1515/gps-2014-0077
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and facile synthesis of beta-amino carbonyl compounds was developed by the one-pot condensation of cyclohexanone, aromatic aldehydes and anilines at 25 degrees C in the presence of silica supported phenylphosphinic acid. beta-Amino carbonyl compounds were obtained in moderate to good yields and reasonable diastereoselectivities. This method has the advantages of short reaction time, mild reaction conditions, reusable catalyst, cost efficiency and environment friendly. In addition, acetophenone and aliphatic ketones as reactants were investigated.
引用
收藏
页码:11 / 15
页数:5
相关论文
共 34 条
  • [1] Arend M, 1998, ANGEW CHEM INT EDIT, V37, P1044, DOI 10.1002/(SICI)1521-3773(19980504)37:8<1044::AID-ANIE1044>3.0.CO
  • [2] 2-E
  • [3] HClO4-SiO2 catalyzed stereoselective synthesis of β-amino ketones via a direct Mannich-type reaction
    Bigdeli, Mohammad A.
    Nemati, Firouzeh
    Mahdavinia, Gholam Hossien
    [J]. TETRAHEDRON LETTERS, 2007, 48 (38) : 6801 - 6804
  • [4] The direct catalytic asymmetric Mannich reaction
    Córdova, A
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (02) : 102 - 112
  • [5] CeCl3•7H2O as an efficient catalyst for one-pot synthesis of β-amino ketones by three-component Mannich reaction
    Dai, Yan
    Li, Bin Dong
    Quan, Heng Dao
    Lue, Chun Xu
    [J]. CHINESE CHEMICAL LETTERS, 2010, 21 (01) : 31 - 34
  • [6] Carbon-based Solid Acid Catalyzed One-pot Mannich Reaction: A Facile Synthesis of β-Amino Carbonyl Compounds
    Davoodnia, Abolghasem
    Tavakoli-Nishaburi, Afsaneh
    Tavakoli-Hoseini, Niloofar
    [J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2011, 32 (02) : 635 - 638
  • [7] Functionalized ionic liquid as the recyclable catalyst for Mannich-type reaction in aqueous media
    Fang Dong
    Fei Zhenghao
    Liu Zuliang
    [J]. CATALYSIS COMMUNICATIONS, 2009, 10 (08) : 1267 - 1270
  • [8] Jafari AA, 2009, ACTA CHIM SLOV, V56, P744
  • [9] One-pot three-component Mannich reaction catalyzed by 2-hydroxylpyridine
    Jin Li-li
    Lei Yun-tao
    [J]. CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2013, 29 (04) : 710 - 713
  • [10] CAN catalyzed synthesis of β-amino carbonyl compounds via Mannich reaction in PEG
    Kidwai, Mazaahir
    Bhatnagar, Divya
    Mishra, Neeraj Kumar
    Bansal, Vikas
    [J]. CATALYSIS COMMUNICATIONS, 2008, 9 (15) : 2547 - 2549