Aluminium dodecyl sulfate trihydrate [Al(DS)3]•3H2O: An efficient Lewis acid-surfactant-combined catalyst for synthesis of 1,8-dioxo-octahydroxanthens and 1,8-dioxo-decahydroacridines

被引:0
|
作者
Hasaninejad, A. [1 ]
Yousefy, T. [2 ]
Firoozi, S. [1 ]
机构
[1] Persian Gulf Univ, Fac Sci, Dept Chem, Bushehr 75169, Iran
[2] Islamic Azad Univ, Dept Chem, Gachsaran, Iran
关键词
Aluminium dodecyl sulfate trihydrate; Lewis acid; Lewis acid surfactant catalyst; Xanthenes; 1,8-Dioxo-octahydroxanthens; Acridinediones; 1,8-Dioxo-decahydroacridines; multi component reactions; green chemistry; P-DODECYLBENEZENESULFONIC ACID; SOLVENT-FREE CONDITIONS; ONE-POT SYNTHESIS; AQUEOUS-MEDIA; HIGHLY EFFICIENT; ROOM-TEMPERATURE; CLEAN SYNTHESIS; IONIC LIQUID; LASER-DYES; ACRIDINEDIONE DERIVATIVES;
D O I
暂无
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
An efficient synthesis of 1, 8-dioxo-octahydroxanthens and 1, 8-dioxo-decahydroacridines from the reaction of 5,5-dimethy1-1,3-cyclohexanedione (dimedone) with aromatic aldehydes bearing electron -donating or withdrawing substituents either in the presence or absence of primary amines has been described in a single pot using a catalytic amounts of aluminum tris (dodecyl sulfate) trihydrate [Al(DS)3.3H(2)O] as a Lewis acid -surfactant combined catalyst. Both reactions occurred at 80 degrees C. 1, 8-dioxo-octahydroxanthens has been synthesized under solvent -free conditions and water is used as a green solvent for the synthesis of 1, 8-dioxo-decahydroacridines. This methodology offers several advantages such as very simple work -up procedure, short reaction times, and mild reaction conditions.
引用
收藏
页码:129 / 140
页数:12
相关论文
共 36 条
  • [1] Acetic acid as an efficient catalyst for synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines
    Nourallah Hazeri
    Amin Masoumnia
    Malek Taher Mghsoodlou
    Sajjad Salahi
    Mehrnoosh Kangani
    Samira Kianpour
    Shiva Kiaee
    Jasem Abonajmi
    Research on Chemical Intermediates, 2015, 41 : 4123 - 4131
  • [2] Acetic acid as an efficient catalyst for synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines
    Hazeri, Nourallah
    Masoumnia, Amin
    Mghsoodlou, Malek Taher
    Salahi, Sajjad
    Kangani, Mehrnoosh
    Kianpour, Samira
    Kiaee, Shiva
    Abonajmi, Jasem
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (07) : 4123 - 4131
  • [3] Synthesis of 1,8-dioxo-decahydroacridines Using Pyridinium Hydrogen Sulfate Ionic Liquid as a Green, Efficient and Reusable Catalyst
    Karimian, Somaye
    Tajik, Hassan
    LETTERS IN ORGANIC CHEMISTRY, 2016, 13 (03) : 163 - 170
  • [4] Aluminum tris (dodecyl sulfate) trihydrate Al(DS)3•3H2O as an efficient Lewis acid-surfactant-combined catalyst for organic reactions in water -: Efficient conversion of epoxides to thiiranes and to amino alcohols at room temperature
    Firouzabadi, Habib
    Iranpoor, Nasser
    Khoshnood, Abbas
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 274 (1-2) : 109 - 115
  • [5] An Efficient One-Pot Synthesis of 1,8-dioxo-Decahydroacridines by Ionic Liquid with Multi-SO3H Groups Under Ambient Temperature in Water
    Vahdat, Seyed Mohammad
    Akbari, Maryam
    ORIENTAL JOURNAL OF CHEMISTRY, 2011, 27 (04) : 1573 - 1580
  • [6] Bi(NO)3•H2O microwave induced facile synthesis of 1,8-dioxo-octahydroxanthenes
    Chavez, Ashlee Nichole
    Yadav, Ram
    Banik, Bimal K.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [7] The facile and efficient Michael addition of indoles and pyrrole to α, β-unsaturated electron-deficient compounds catalyzed by aluminium dodecyl sulfate trihydrate [Al(DS)3]3H2O in water
    Firouzabadi, H
    Iranpoor, N
    Nowrouzi, F
    CHEMICAL COMMUNICATIONS, 2005, (06) : 789 - 791
  • [8] An efficient solvent-free synthesis of 1,8-dioxo-octahydroxanthenes using Fe-2(SO4)(3).7H(2)O as catalyst
    Khoeiniha, Reyhaneh
    Ezabadi, Ali
    Olyaei, Abolfazl
    IRANIAN CHEMICAL COMMUNICATION, 2016, 4 (03) : 273 - 282
  • [9] ZrOCl•28H2O: a highly efficient catalyst for the synthesis of 1,8-dioxo-octahydroxanthene derivatives under solvent-free conditions
    Lue, Hong-Yan
    Li, Jian-Jiong
    Zhang, Zhan-Hui
    APPLIED ORGANOMETALLIC CHEMISTRY, 2009, 23 (04) : 165 - 169
  • [10] In2O3 Nanoparticles: An Ecofriendly and Reusable Nano-Catalyst for Green Synthesis of 1,8-dioxo-octa-hydro Xanthene Derivatives
    Parhad, Amol R.
    Aute, Dilip S.
    Gadhave, Anil G.
    Uphade, Bhagwat K.
    POLYCYCLIC AROMATIC COMPOUNDS, 2024, 44 (08) : 5261 - 5278