Clean Procedure for the Synthesis of -Aminophosphonates Catalyzed by Choline-Based Ionic Liquid

被引:9
作者
Peng, Huan [1 ]
Sun, Siyu [1 ]
Hu, Yulin [1 ]
Xing, Rong [1 ]
Fang, Dong [1 ,2 ]
机构
[1] Yancheng Normal Univ, Sch Chem & Chem Engn, Yancheng 224002, Peoples R China
[2] Jiangsu Prov Key Lab Coast Wetland Bioresources &, Yancheng 224002, Peoples R China
关键词
ONE-POT SYNTHESIS; KABACHNIK-FIELDS REACTION; ALPHA-AMINOPHOSPHONATES; EFFICIENT CATALYST; 3-COMPONENT SYNTHESIS; AMINO PHOSPHONATES; ACID; CONVENIENT; WATER; HETEROPOLYANION;
D O I
10.1002/hc.21251
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A sulfated choline-based ionic liquid [Ch-OSO3H] was prepared and used as a novel catalyst for the synthesis of -aminophosphonates via a one-pot three-component reaction with aldehydes, amines, and triethyl phosphite/diethyl phosphite at room temperature under solvent-free conditions or in aqueous media. The reaction was completed in short times and products could be simply separated from the reaction mixture in good to excellent yields. The catalyst could be recycled and reused for several times without noticeably reducing catalytic activity. (C) 2014 Wiley Periodicals, Inc.
引用
收藏
页码:215 / 223
页数:9
相关论文
共 48 条
  • [1] O-acetylation of cellulose and monosaccharides using a zinc based ionic liquid
    Abbott, AP
    Bell, TJ
    Handa, S
    Stoddart, B
    [J]. GREEN CHEMISTRY, 2005, 7 (10) : 705 - 707
  • [2] A sulfonic acid functionalized ionic liquid as a homogeneous and recyclable catalyst for the one-pot synthesis of α-aminophosphonates
    Akbari, Jafar
    Heydari, Akbar
    [J]. TETRAHEDRON LETTERS, 2009, 50 (29) : 4236 - 4238
  • [3] Green Chemistry: Principles and Practice
    Anastas, Paul
    Eghbali, Nicolas
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (01) : 301 - 312
  • [4] Facile Synthesis of α-Amino Phosphonates in Water by Kabachnik-Fields Reaction Using Magnesium Dodecyl Sulfate
    Ando, Kaori
    Egami, Tomoe
    [J]. HETEROATOM CHEMISTRY, 2011, 22 (3-4) : 358 - 362
  • [5] Zn(OAc)2•2H2O-catalyzed synthesis of a-aminophosphonates under neat reaction
    Arigala, Uma Ravi Sankar
    Matcha, Chaitanya
    Yoon, Kuk Ro
    [J]. HETEROATOM CHEMISTRY, 2012, 23 (02) : 160 - 165
  • [6] [BMIM]Cl Catalyzed One-Pot Synthesis of α-Aminophosphonate Derivatives Containing a 4-Phenoxyquinazoline Moiety under Microwave Irradiation
    Bai Song
    Song Baoan
    Bhadury, Pinaki S.
    Yang Song
    Hu Deyu
    Xue Wei
    [J]. CHINESE JOURNAL OF CHEMISTRY, 2011, 29 (01) : 109 - 117
  • [7] Zirconium(IV) compounds as efficient catalysts for synthesis of α-aminophosphonates
    Bhagat, Srikant
    Chakraborti, Asit K.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (15) : 6029 - 6032
  • [8] Diversity-oriented synthesis of α-aminophosphonates: A new class of potential anticancer agents
    Bhattacharya, Asish K.
    Raut, Dnyaneshwar S.
    Rana, Kalpeshkumar C.
    Polanki, Innaiah K.
    Khan, Mohd Sajid
    Iram, Sana
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 66 : 146 - 152
  • [9] Polyoxometalate-based Ionic liquid as thermoregulated and environmentally friendly catalyst for starch oxidation
    Chen, Xiaoli
    Souvanhthong, Bouasavanh
    Wang, Hang
    Zheng, Hongwei
    Wang, Xiaohong
    Huo, Mingxi
    [J]. APPLIED CATALYSIS B-ENVIRONMENTAL, 2013, 138 : 161 - 166
  • [10] Ionic liquid promoted synthesis, antibacterial and in vitro antiproliferative activity of novel α-aminophosphonate derivatives
    Dake, Satish A.
    Raut, Dnyaneshwar S.
    Kharat, Kiran R.
    Mhaske, Rooth S.
    Deshmukh, Satish U.
    Pawar, Rajendra P.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (08) : 2527 - 2532