Task-specific ionic-liquid-catalyzed efficient synthesis of indole derivatives under solvent-free conditions

2010 ◽  
Vol 88 (2) ◽  
pp. 150-154 ◽  
Author(s):  
Sudarshan Das ◽  
Matiur Rahman ◽  
Dhiman Kundu ◽  
Adinath Majee ◽  
Alakananda Hajra

A sulfonic-acid-functionalized ionic liquid is used as a Brønsted acid catalyst for the efficient synthesis of indole derivatives in good-to-high yields at room temperature under solvent-free conditions. The catalyst can be reused for ten consecutive runs without significant loss of activity.

ChemInform ◽  
2010 ◽  
Vol 41 (31) ◽  
pp. no-no
Author(s):  
Sudarshan Das ◽  
Matiur Rahman ◽  
Dhiman Kundu ◽  
Adinath Majee ◽  
Alakananda Hajra

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.


2009 ◽  
Vol 87 (9) ◽  
pp. 1209-1212 ◽  
Author(s):  
Hongshe Wang ◽  
June Zeng

Chalcones are useful intermediates in organic synthesis and exhibit a large number of different biological activities. Chalcones have been synthesized in high yields by Claisen–Schmidt condensation of substituted acetophenones with various aromatic aldehydes in the presence of 10 mol% of iodine at room temperature by grinding under solvent-free conditions.


2018 ◽  
Vol 21 (7) ◽  
pp. 526-532 ◽  
Author(s):  
Zahra Abdi Piralghar ◽  
Mohammad Mahmoodi Hashemi ◽  
Ali Ezabadi

Aim and Objective: In this work, we synthesized and characterized a novel Brönsted acidic ionic liquid from the reaction of N, N, N’, N’-tetramethylethylenediamine with chlorosulfonic acid and explored its catalytic activity in 1, 8-dioxo-octahydroxanthenes synthesis. Materials and Methods: Dimedone, aryl aldehydes, and the ionic liquid as the catalyst were reacted under solvent-free conditions. The progressive of the reaction was monitored by a thin layer of chromatography (ethyl acetate/n-hexane = 1/5). All products were characterized as the basis of their spectra data and melting point by comparison with those reported in the literature. Results: The prepared ionic liquid was successfully applied in the synthesis of 1, 8-dioxooctahydroxanthenes in good to high yields on the reaction of aryl aldehyde and dimedone at 120oC under solvent-free conditions. Conclusion: This research demonstrates that the catalyst is impressive for 1, 8-dioxo-octahydroxanthenes synthesis under solvent-free conditions.


2006 ◽  
Vol 36 (16) ◽  
pp. 2363-2369 ◽  
Author(s):  
Liangce Rong ◽  
Xiaoyue Li ◽  
Haiying Wang ◽  
Daqing Shi ◽  
Shujiang Tu ◽  
...  

ChemInform ◽  
2011 ◽  
Vol 42 (21) ◽  
pp. no-no
Author(s):  
Parvin Kumar ◽  
Sunil Kumar ◽  
Khalid Husain ◽  
Ashwani Kumar

ChemInform ◽  
2007 ◽  
Vol 38 (7) ◽  
Author(s):  
Liangce Rong ◽  
Xiaoyue Li ◽  
Haiying Wang ◽  
Daqing Shi ◽  
Shujiang Tu ◽  
...  

2010 ◽  
Vol 88 (6) ◽  
pp. 514-518 ◽  
Author(s):  
Abdolhamid Alizadeh ◽  
Mohammad M. Khodaei ◽  
Ali Eshghi

2-Hydroxyethylammonium formate acts as a task-specific ionic liquid (TSIL) for the Knoevenagel condensation of carbonyl compounds with rhodanine to afford arylalkylidene rhodanines under solvent-free conditions and in good-to-excellent yields. Additionally, compared with those in organic solvents, the yields obtained in the presence of our ionic liquid (IL) were significantly increased. The detailed mechanism of the catalytic effect of TSIL is also reported for the first time.


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