Environmentally benign synthesis of 2,4-diarylquinolines under metal- & solvent-free conditions

被引:3
|
作者
Faraz, Simra [1 ]
Yashmin, Sabina [1 ]
Marathe, Mayura Dilip [1 ]
Khan, Abu Taleb [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
关键词
P-TSA; H2O; Solvent-free conditions; The three-component reaction; 2; 4-Diarylquinoline; p-Anisidine; MEDIATED SYNTHESIS; QUINOLINE; DERIVATIVES; ALKYNES; ANALOGS;
D O I
10.1016/j.tetlet.2023.154433
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 2,4-diarylquinolines is reported by employing arylamine, aryl aldehyde, and aryl acety-lene using 30 mol% p-toluenesulfonic acid monohydrate (p-TSA center dot H2O) as a catalyst at 110 degrees C temperature under solvent-free conditions via a one-pot three-component reaction. The salient features of the present protocol are the nonrequirement of a metal catalyst, additive, solvent, and inert atmospheric reaction conditions, good yield, substrate scope, and shorter reaction time. Using 30 mol% p-toluenesulfonic acid monohydrate (p-TSA center dot H2O) as a catalyst in solvent-free conditions has made the three-component reac-tion efficient enough to form 2,4-diarylquinoline without the involvement of any heavy metal catalyst or additives.(c) 2023 Elsevier Ltd. All rights reserved.
引用
收藏
页数:5
相关论文
共 50 条
  • [1] Metal-Free and Mild Synthesis of 2,4-Diarylquinolines
    Li, Shanshan
    Wu, Xiaotian
    Ke, Yuxin
    Ma, Chen
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (15)
  • [2] EFFICIENT SYNTHESIS OF 2,4-DIARYLQUINOLINES VIA Fe(III) TRIFLUOROACETATE CATALYZED THREE-COMPONENT REACTIONS UNDER SOLVENT-FREE CONDITIONS
    Zhang, Min
    Wang, Ting
    Xiong, Biao
    Yan, Fengxia
    Wang, Xiaoting
    Ding, Yuqiang
    Song, Qijun
    [J]. HETEROCYCLES, 2012, 85 (03) : 639 - 649
  • [3] Metal- and solvent-free synthesis of aminoalcohols under continuous flow conditions
    Alwakwak, Abdo-Alslam
    He, Yingxin
    Almuslem, Ahmed
    Senter, Matthew
    Itta, Arun K.
    Rezaei, Fateme
    Rownaghi, Ali A.
    [J]. REACTION CHEMISTRY & ENGINEERING, 2020, 5 (02) : 289 - 299
  • [4] Environmentally benign reaction: Synthesis of sydnone chalcones under solvent-free conditions
    Kalluraya, B
    Rai, G
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (10): : 2556 - 2557
  • [5] 2,4-Diarylquinolines: synthesis, absorption and emission properties
    Adeloye, Adewale O.
    Mphahlele, Malose J.
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2014, (04) : 254 - 259
  • [6] Environmentally benign chemical fixation of CO2 under solvent-free conditions
    He, Liang-Nian
    Liu, An-Hua
    Gao, Jian
    Yang, Zhen-Zhen
    Chanfreau, Sebastien
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [7] The clean preparation of multisubstituted pyrroles under metal- and solvent-free conditions
    Gui, Qing-Wen
    He, Xiaoli
    Wang, Wenjing
    Zhou, Huilin
    Dong, Yumei
    Wang, Nengqing
    Tang, Jia-Xi
    Cao, Zhong
    He, Wei-Min
    [J]. GREEN CHEMISTRY, 2020, 22 (01) : 118 - 122
  • [8] Organic synthesis under solvent-free condition: an environmentally benign procedure—II
    Gopalpur Nagendrappa
    [J]. Resonance, 2002, 7 (11) : 64 - 69
  • [9] Organic synthesis under solvent-free condition: An environmentally benign procedure — I
    Gopalpur Nagendrappa
    [J]. Resonance, 2002, 7 (10) : 59 - 68
  • [10] Metal- and solvent-free synthesis of amides using substitute formamides as an amino source under mild conditions
    Feng Zhang
    Lesong Li
    Jingyu Zhang
    Hang Gong
    [J]. Scientific Reports, 9