Eco-Friendly Synthesis of 1,8-Dioxo-octahydroxanthenes Catalyzed by Ionic Liquid in Aqueous Media

被引:21
|
作者
Fang, Dong [1 ,2 ]
Yang, Jin-Ming [1 ]
Liu, Zu-Liang [2 ]
机构
[1] Jiangsu Prov Key Lab Coast Wetland Bioresources &, Yancheng 224002, Peoples R China
[2] Yancheng Normal Univ, Sch Chem & Chem Engn, Yancheng 224002, Peoples R China
关键词
EFFICIENT SYNTHESIS; PROMOTED SYNTHESIS; DERIVATIVES; ACID;
D O I
10.1002/jhet.543
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A biodegradable functionalized ionic liquid 3-(N,N-dimethyldodecylammonium)propanesulfonic acid hydrogen sulfate ([DDPAR][HSO4]) was prepared and used as a Bronsted acid-surfactant-combined catalyst for the eco-friendly one-pot synthesis of 1,8-dioxo-octahydroxanthenes at 100 degrees C in water. Under these conditions, the reaction of various aromatic aldehydes with dimedone generated 1,8-dioxo-octahydroxanthenes in good yields with a simple postreaction procedure. The products could simply be separated from the catalyst/water system, and the catalyst could be reused at least six times without noticeably decreasing the catalytic activity.
引用
收藏
页码:468 / 472
页数:5
相关论文
共 50 条
  • [31] A highly efficient green synthesis of 1, 8-dioxo-octahydroxanthenes
    Ilangovan, Andivelu
    Malayappasamy, Subramani
    Muralidharan, Samraj
    Maruthamuthu, Sundaram
    CHEMISTRY CENTRAL JOURNAL, 2011, 5
  • [32] Synthesis and Antibacterial Assay of 9-Substituted Aryl-1,8-dioxo-octahydroxanthenes
    Murthy, Yellajyosula Lakshmi Narasimha
    Mahesh, Palla
    Devi, Bhoomireddy Rama
    Durgeswarai, L. K.
    Mani, Palla
    ASIAN JOURNAL OF CHEMISTRY, 2014, 26 (15) : 4594 - 4598
  • [33] Synthesis of 1,8-dioxo-octahydroxanthenes and bis(indolyl)methanes catalyzed by [Et3NH][H2PO4] as a cheap and mild acidic ionic liquid
    Kalantari, Maryam
    ARABIAN JOURNAL OF CHEMISTRY, 2012, 5 (03) : 319 - 323
  • [34] Silica-Bonded S-Sulfonic Acid as Recyclable Catalyst for the Synthesis of 1,8-Dioxo-decahydroacridines and 1,8-Dioxo-octahydroxanthenes
    Niknam, Khodabakhsh
    Panahi, Farhad
    Saberi, Dariush
    Mohagheghnejad, Molki
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (02) : 292 - 300
  • [35] Synthesis of 1,8-dioxo-octahydroxanthenes utilizing PMA-SiO2 as an efficient reusable catalyst
    Srihari, P.
    Mandal, S. S.
    Reddy, J. S. S.
    Rao, R. Srinivasa
    Yadav, J. S.
    CHINESE CHEMICAL LETTERS, 2008, 19 (07) : 771 - 774
  • [36] 1-Butyl-3-methylimidazolium Hydrogen Sulfate [bmim]HSO4: An Efficient Reusable Acidic Ionic Liquid for the Synthesis of 1,8-Dioxo-octahydroxanthenes
    Niknam, Khodabakhsh
    Damya, Maryam
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2009, 56 (03) : 659 - 665
  • [37] ZnO nanoparticles: an efficient and reusable catalyst for one-pot synthesis of 1,8-dioxo-octahydroxanthenes
    Lasemi, Zahra
    Mehrasbi, Ebrahim
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (05) : 2855 - 2866
  • [38] An efficient route to 1,8-dioxo-octahydroxanthenes and -decahydroacridines using a sulfated zirconia catalyst
    Kahandal, Sandeep S.
    Burange, Anand S.
    Kale, Sandip R.
    Prinsen, Pepijn
    Luque, Rafael
    Jayaram, Radha V.
    CATALYSIS COMMUNICATIONS, 2017, 97 : 138 - 145
  • [39] Catalysis by molecular iodine: A rapid synthesis of 1,8-dioxo-octahydroxanthenes and their evaluation as potential anticancer agents
    Mulakayala, Naveen
    Murthy, P. V. N. S.
    Rambabu, D.
    Aeluri, Madhu
    Adepu, Raju
    Krishna, G. R.
    Reddy, C. Malla
    Prasad, K. R. S.
    Chaitanya, M.
    Kumar, Chitta S.
    Rao, M. V. Basaveswara
    Pal, Manojit
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (06) : 2186 - 2191
  • [40] ZnO nanoparticles: an efficient and reusable catalyst for one-pot synthesis of 1,8-dioxo-octahydroxanthenes
    Zahra Lasemi
    Ebrahim Mehrasbi
    Research on Chemical Intermediates, 2015, 41 : 2855 - 2866