Synthesis of pyrrolidinone derivatives from aniline, an aldehyde and diethyl acetylenedicarboxylate in an ethanolic citric acid solution under ultrasound irradiation

被引：119
作者：
Ahankar, Hamideh [1 ]
Ramazani, Ali [1 ]
Slepokura, Katarzyna [2 ]
Lis, Tadeusz [2 ]
Joo, Sang Woo [3 ]
机构：
[1] Univ Zanjan, Dept Chem, POB 45195-313, Zanjan, Iran
[2] Univ Wroclaw, Fac Chem, 14 Joliot Curie St, PL-50383 Wroclaw, Poland
[3] Yeungnam Univ, Sch Mech Engn, Gyongsan 712749, South Korea
来源：
GREEN CHEMISTRY | 2016年 / 18卷 / 12期
基金：
新加坡国家研究基金会;
关键词：
ENVIRONMENTALLY FRIENDLY SYNTHESIS; ONE-POT SYNTHESIS; MULTICOMPONENT REACTIONS; 4-COMPONENT SYNTHESIS; 3-COMPONENT REACTION; EFFICIENT SYNTHESIS; ORGANIC-SYNTHESIS; CATALYST; ORGANOCATALYST; NANOPARTICLES;
D O I：
10.1039/c6gc00157b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The ultrasound-promoted one-pot multicomponent synthesis of substituted 3-pyrrolin-2-ones using citric acid as a green additive in a green solvent is reported. Citric acid catalyzed the reaction efficiently without the need for any other harmful organic reagents. Clean reaction profile, easy work-up procedure, excellent yields and short reaction times are some remarkable features of this method. The utilization of ultrasound irradiation makes this method potentially very useful, fast, clean and convenient.
引用
收藏
页码：3582 / 3593
页数：12
相关论文
共 73 条
  • [21] ULTRASOUND-PROMOTED ENVIRONMENTALLY FRIENDLY SYNTHESIS OF 5-(3,3,3-TRIFLUORO-2OXOPROPYLIDENE)PYRROLIDIN-2-ONES
    Franco, Marcia S. F.
    Casagrande, Gleison A.
    Raminelli, Cristiano
    Moura, Sidnei
    Rossatto, Marcelo
    Quina, Frank H.
    Pereira, Claudio M. P.
    Flores, Alex F. C.
    Pizzuti, Lucas
    [J]. SYNTHETIC COMMUNICATIONS, 2015, 45 (06) : 702 - 711
  • [22] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 1-(4-HYDROXYPHENYL)-4-ACYL-5-ARYL-3-HYDROXY-3-PYRROLIN-2-ONES
    Gein, V. L.
    Armisheva, M. N.
    Rassudikhina, N. A.
    Vakhrin, M. I.
    Voronina, E. V.
    [J]. PHARMACEUTICAL CHEMISTRY JOURNAL, 2011, 45 (03) : 162 - 164
  • [23] SYNTHESIS AND ANTIINFLAMMATORY AND ANALGESIC ACTIVITY OF 1-(2-AMINOETHYL)-5-ARYL-4-ACYL-3-HYDROXY-3-PYRROLIN-2-ONES
    Gein, V. L.
    Yushkov, V. V.
    Kasimova, N. N.
    Shuklina, N. S.
    Vasil'eva, M. Yu
    Gubanova, M. V.
    [J]. PHARMACEUTICAL CHEMISTRY JOURNAL, 2005, 39 (09) : 484 - 487
  • [24] Gein V.L., 2007, PHARM CHEM J+, V41, P208
  • [25] The Cambridge Structural Database in Retrospect and Prospect
    Groom, Colin R.
    Allen, Frank H.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (03) : 662 - 671
  • [26] Ultrasonic preparation of cationic cotton and its application in ultrasonic natural dyeing
    Guesmi, A.
    Ladhari, N.
    Sakli, F.
    [J]. ULTRASONICS SONOCHEMISTRY, 2013, 20 (01) : 571 - 579
  • [27] Joule J.A., 2000, HETEROCYCLIC CHEM, V4th
  • [28] Recent advances in the Biginelli dihydropyrimidine synthesis. New tricks from an old dog
    Kappe, CO
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (12) : 879 - 888
  • [29] Kazemizadeh AR, 2012, CURR ORG CHEM, V16, P418
  • [30] Koz'minykh V.O., 2002, Pharm. Chem. J, V36, P188, DOI DOI 10.1023/A:1019832621371
12345678