Synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones catalyzed by biodegradable ionic liquid

被引：15
|
作者：
Fang, Dong [1 ]
Yang, Jin-ming [1 ]
Cao, Yan-fang [1 ]
机构：
[1] Yancheng Normal Univ, Dept Pharmaceut Engn, Yancheng 224002, Jiangsu, Peoples R China
来源：
RESEARCH ON CHEMICAL INTERMEDIATES | 2013年 / 39卷 / 04期
关键词：
Xanthene; Synthesis; Biodegradable ionic liquid; Solvent-free; Multi-component reaction; ONE-POT SYNTHESIS; SOLVENT-FREE SYNTHESIS; XANTHENE; DERIVATIVES; MULTICOMPONENT; TRIFLATE; DYES;
D O I：
10.1007/s11164-012-0709-4
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A biodegradable acyclic SO3H-functionalized ionic liquid has been used as a novel catalyst for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones via one-pot multi-component condensation of beta-naphthol, aromatic aldehydes, and cyclic 1,3-dicarbonyl compounds, under solvent-free conditions, to afford good to excellent yields ranging from 85 to 93 % within 30-60 min. After the reaction the products could be simply separated from the reaction mixture and the catalyst could be recycled and reused several times without noticeable reduction of catalytic activity.
引用
收藏
页码：1745 / 1751
页数：7
相关论文
共 50 条
  • [31] Organocatalyst trityl chloride efficiently promoted the solvent-free synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-ones by in situ formation of carbocationic system in neutral media
    Khazaei, Ardeshir
    Zolfigol, Mohammad Ali
    Moosavi-Zare, Ahmad Reza
    Zare, Abdolkarim
    Khojasteh, Mahmoud
    Asgari, Zhila
    Khakyzadeh, Vahid
    Khalafi-Nezhad, Ali
    CATALYSIS COMMUNICATIONS, 2012, 20 : 54 - 57
  • [32] Synthesis of 9,9-dimethyl-12-(aryl)-8,9,10,12-tetrahydrobenzo[a]xanthene-11ones by modified kaolinite nanoclay as an efficient and reusable heterogeneous catalyst via a green protocol
    Bamonir, Abdolharaid
    Lou, Reza Delqavi Khalifa
    Yaghmaeiyan, Nahid
    INDIAN JOURNAL OF CHEMISTRY, 2022, 61 (06): : 599 - 606
  • [33] A benign and efficient approach for one-pot, three-component synthesis of 2-hydroxy-12-aryl-8, 9, 10, 12-tetrahydrobenzo[a]xanthene-11-ones at ambient condition
    Fatahpour, Maryam
    Sadeh, Fatemeh Noori
    Hazeri, Nourallah
    Maghsoodlou, Malek Taher
    Lashkari, Mojtaba
    BIOINTERFACE RESEARCH IN APPLIED CHEMISTRY, 2016, 6 (05): : 1569 - 1572
  • [34] Task-specific ionic liquid catalyzed efficient microwave-assisted synthesis of 12-alkyl or aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones under solvent-free conditions
    Kundu, Dhiman
    Majee, Adinath
    Hajra, Alakananda
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2011, 4 (03) : 205 - 209
  • [35] Efficient one-pot synthesis of 12-Aryl-8, 9, 10, 12-tetrahydrobenzo[a]xanthen-11-ones under solvent-free conditions
    Xu-dong Jia
    Song-yang Han
    Hai-feng Duan
    Ying-jie Lin
    Jun-gang Cao
    Da-peng Liang
    Mao-cheng Wu
    Chemical Research in Chinese Universities, 2013, 29 : 82 - 86
  • [36] Efficient One-pot Synthesis of 12-Aryl-8, 9, 10, 12-tetrahydrobenzo[a]xanthen-11-ones Under Solvent-free Conditions
    Jia Xu-dong
    Han Song-yang
    Duan Hai-feng
    Lin Ying-jie
    Cao Jun-gang
    Liang Da-peng
    Wu Mao-cheng
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2013, 29 (01) : 82 - 86
  • [37] Surfactant catalyzed convenient and greener synthesis of tetrahydrobenzo[a]xanthene-11-ones at ambient temperature
    Shinde, Pravin V.
    Kategaonkar, Amol H.
    Shingate, Bapurao B.
    Shingare, Murlidhar S.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 : 53 - 58
  • [38] Rice husk: A mild, efficient, green and recyclable catalyst for the synthesis of 12-Aryl-8, 9, 10, 12-tetrahydro [a] xanthene-11-ones and quinoxaline derivatives
    Shirini, Farhad
    Akbari-Dadamahaleh, Somayeh
    Mohammad-Khah, Ali
    Aliakbar, Ali-Reza
    COMPTES RENDUS CHIMIE, 2013, 16 (03) : 207 - 216
  • [39] An efficient and convenient protocol for the synthesis of novel 12-aryl- or 12-alkyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives
    Das, Biswanath
    Laxminarayana, Keetha
    Krishnaiah, Maddeboina
    Srinivas, Yallamalla
    SYNLETT, 2007, (20) : 3107 - 3112
  • [40] MANGANESE PERCHLORATE-CATALYZED GREENER SYNTHESIS OF 12-ARYL OR 12-ALKYL-8,9,10,12-TETRAHYDROBENZO[α]XANTHEN-11-ONE DERIVATIVES UNDER ULTRASONICATION
    Kaur, Bhupinder
    Parmar, Anupama
    Kumar, Harish
    SYNTHETIC COMMUNICATIONS, 2012, 42 (03) : 447 - 453
12345