An efficient and green synthesis of polyfunctionalized spirothiazolidin-4-ones using sulfonated mesoporous silica as a reusable catalyst

被引:10
作者
Hussein, Essam M. [1 ,2 ]
Ahmed, Saleh A. [1 ,2 ]
机构
[1] Umm Al Qura Univ, Fac Sci Appl, Dept Chem, Mecca 21955, Saudi Arabia
[2] Assiut Univ, Dept Chem, Fac Sci, Assiut 71516, Egypt
关键词
spirothiazolidin-4-ones; sulfonated mesoporous silica; environmentally benign synthesis; heterogeneous catalysts; multicomponent reactions; reusability of catalysts; MOLECULAR-SIEVES; MULTICOMPONENT REACTIONS; ANTI-HIV-1; AGENTS; HIGHLY EFFICIENT; FACILE SYNTHESIS; LIQUID-PHASE; PORE-SIZE; DERIVATIVES; MICROWAVE; ANALOGS;
D O I
10.1007/s10593-017-2185-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and highly efficient protocol was developed for one-pot synthesis of polyfunctionalized spirothiazolidin-4-ones using sulfonated mesoporous silica (MCM-SO3H) as a heterogenous and reusable acidic catalyst. In comparison to the reported synthetic methods for the synthesis of thiazolidin-4-one and spirothiazolidin-4-one derivatives, this strategy provides superior yields under mild conditions, while avoiding hazardous solvents.
引用
收藏
页码:1148 / 1155
页数:8
相关论文
共 58 条
  • [11] Synthesis and reactions of some new spiropyranthiazoline derivatives
    El-Zohry, Maher F.
    Elossaily, Yasser A.
    Mohamed, Thanaa A.
    Hussein, Essam M.
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2008, 183 (09) : 2095 - 2107
  • [12] Efficient microwave enhanced synthesis of 4-thiazolidinones
    Gududuru, V
    Nguyen, V
    Dalton, JT
    Miller, DD
    [J]. SYNLETT, 2004, (13) : 2357 - 2358
  • [13] Synthesis and antiprofilerative activity of 2-arly-4-oxo-thiazolidin-3-yl-amides for prostate cancer
    Gududuru, V
    Hurh, E
    Dalton, JT
    Miller, DD
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (21) : 5289 - 5293
  • [14] Role of pore size and surface properties of Ti-MCM-41 catalysts in the hydroxylation of aromatics in the liquid phase
    He, J
    Xu, WP
    Evans, DG
    Duan, X
    Li, CY
    [J]. MICROPOROUS AND MESOPOROUS MATERIALS, 2001, 44 : 581 - 586
  • [15] Hussain A Z, 2016, PHARM CHEM, V8, P292, DOI 10.7598/cst2016.1202
  • [16] Ammonium chloride-catalyzed four-component sonochemical synthesis of novel hexahydroquinolines bearing a sulfonamide moiety
    Hussein, E. M.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 51 (01) : 54 - 64
  • [17] Efficient synthesis and antimicrobial evaluation of some Mannich bases from 2-arylidine-1-thia-4-azaspiro[4.5] decan-3-ones
    Hussein, Essam M.
    Masaret, Ghada S.
    Khairou, Khalid S.
    [J]. CHEMISTRY CENTRAL JOURNAL, 2015, 9
  • [18] Simple and Clean Procedure for Three-Component Syntheses of Spiro{pyrido[2,1-b]benzothiazole-3,3'-indolines} and Spiro{thiazolo[3,2-a]pyridine-7,3'-indolines} in Aqueous Medium
    Hussein, Essam M.
    El-Khawaga, Ahmed M.
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (06) : 1296 - 1301
  • [19] A facile synthesis of novel spiro[indole-pyrazolinyl-thiazolidine]-2,4′-dione
    Jain, SC
    Sinha, J
    Bhagat, S
    Errington, W
    Olsen, CE
    [J]. SYNTHETIC COMMUNICATIONS, 2003, 33 (04) : 563 - 577
  • [20] Synthesis, in vitro anticancer and antioxidant activity of thiadiazole substituted thiazolidin-4-ones
    Joseph, Alex
    Shah, Chaitanyakumar S.
    Kumar, Suthar Sharad
    Alex, Angel Treasa
    Maliyakkal, Naseer
    Moorkoth, Sudheer
    Mathew, Jessy Elizabeth
    [J]. ACTA PHARMACEUTICA, 2013, 63 (03) : 397 - 408