scholarly journals Supported Ionic Liquid H2PMo12O40-NMPIL@SiO2 as an Efficient Catalyst for Alkylation of Indoles with Epoxides or Alcohols under Mild Conditions

2018 ◽  
Vol 62 (1) ◽  
Author(s):  
Jin Tan ◽  
Dong Fang ◽  
Yu Lin Hu

3-Alkylindoles have been prepared in 91~99% excellent yields by alkylation of indoles with epoxides or alcohols catalyzed by the recyclable heteropoly acid based supported functionalized ionic liquid H<sub>2</sub>PMo<sub>12</sub>O<sub>40</sub>-NMPIL@SiO<sub>2 </sub>under heterogeneous catalysis atroom temperature. The influence of various reaction parameters including catalyst selection, catalyst amount, reaction time, solvent, and reaction temperature were studied. The heterogeneous supported catalyst was easily recoverable by filtration, and could be used for six consecutive runs without significant loss in catalytic activity. This study demonstrated a green and highly efficient chemistry technology in the preparation of 3-alkylindoles.

2018 ◽  
Vol 21 (8) ◽  
pp. 602-608 ◽  
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi

Aim and Objective: In the present work, 1, 1’-sulfinyldiethylammonium bis (hydrogen sulfate) as a novel room temperature dicationic ionic liquid was synthesized and used as a catalyst for xanthenediones synthesis. Material and Method: The dicationic ionic liquid has been synthesized using ethylamine and thionyl chloride as precursors. Then, by the reaction of [(EtNH2)2SO]Cl2 with H2SO4, [(EtNH2)2SO][HSO4]2 was prepared and after that, it was characterized by FT-IR, 1H NMR, 13C NMR as well as Hammett acidity function. This dicationic ionic liquid was used as a catalyst for the synthesis of xanthenediones via condensation of structurally diverse aldehydes and dimedone under solvent-free conditions. The progress of the reaction was monitored by thin layer chromatography (ethyl acetate/n-hexane = 3/7). Results: An efficient solvent-free method for the synthesis of xanthenediones has been developed in the presence of [(EtNH2)2SO][HSO4]2 as a powerful catalyst with high to excellent yields, and short reaction times. Additionally, recycling studies have demonstrated that the dicationic ionic liquid can be readily recovered and reused at least four times without significant loss of its catalytic activity. Conclusion: This new dicationic ionic liquid can act as a highly efficient catalyst for xanthenediones synthesis under solvent-free conditions.


2020 ◽  
Vol 17 (11) ◽  
pp. 857-863
Author(s):  
Mohammad Ali Nasseri ◽  
Seyyedeh Ameneh Alavi ◽  
Milad Kazemnejadi ◽  
Ali Allahresani

A convenient and efficient chiral CuFe2O4@SiO2-Mn(III) Ch.salen nanocatalyst has been developed for the C-N cross-coupling reactions of aryl halides/ phenylboronic acid with N-heterocyclic compounds in water and/or DMSO under mild conditions. The catalyst could be applied for the N-arylation of a variety of nitrogen-containing heterocycles with aryl chlorides, bromides, iodides and phenylboronic acid under mild conditions. Moderate to good yields were achieved for all substrates. The structure of catalyst was characterized using various techniques including FT-IR, FE-SEM, EDX, XRD, TEM and TGA. The catalyst can be simply recovered and reused for several times without significant loss of activity.


2016 ◽  
Vol 19 (4) ◽  
pp. 177-184
Author(s):  
Hai Truong Nguyen ◽  
Phuong Hoang Tran

Friedel-Crafts acetylation is an important reaction in organic synthesis processes. Acetylation of indole derivatives with acetic anhydride as acylating reagent using Cu(OTf)2 as a catalyst has been investigated under microwave irradiation. Different from traditional Lewis acidic catalyst, Cu(OTf)2 was found to be an efficient catalyst for Friedel-Crafts acetylation of indoles under mild conditions. Moreover, Cu(OTf)2 was safe-to-handle, recovered and reused several times without significant loss of catalytic activity.


2012 ◽  
Vol 9 (3) ◽  
pp. 1490-1493 ◽  
Author(s):  
Saman Damavandi

An ionic liquid-catalyzed synthesis of 2-amino-4,5-dihydro-4-arylpyrano[3,2-b]indole-3-carbonitrile derivatives through a novel three-component condensation of 3-hydroxyindole, aromatic aldehydes and malononitrile in the presence of silica supported ionic liquid of [pmim]HSO4SiO2(silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate) as an efficient catalyst is described.


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