Triethanolammonium Acetate ([TEAH][OAc]) as a Recyclable Promoter and Medium for Green and Four-component Synthesis of Polyfunctionalized Pyrrole Derivatives

2020 ◽  
Vol 17 ◽  
Author(s):  
Behjat Pouramiri ◽  
Milad Daneshi ◽  
Fatemeh Seyedi ◽  
Najmeh Amirmahani
Keyword(s):  
Ionic Liquid ◽  
Aromatic Amines ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
Easy Access ◽  
Green Solvent ◽  
Methyl Acetoacetate ◽  
Pyrrole Derivatives ◽  
Short Reaction Time ◽  
Solvent Free Conditions

: Multi-component synthesis of functionalized pyrrole derivatives was achieved via four-component condensation reaction of ethyl acetoacetate/ methyl acetoacetate, aromatic amines, nitromethane, and aromatic aldehydes using triethanolammonium acetate ([TEAH] [OAc]) ionic liquid as a green solvent and catalyst. The easy access to highly substituted pyrroles, easy reusability of the catalyst, broad substrate scopes, straightforward, no column chromatography, short reaction time, good yields of products and solvent-free conditions make this protocol environmentally friendly and practically attractive.

scholarly journals CES as an Efficient Natural Catalyst for Synthesis of Schiff Bases under Solvent-Free Conditions: An Innovative Green Approach

2012 ◽  
Vol 2012 ◽  
pp. 1-5 ◽  
Author(s):  
Suresh Patil ◽  
S. D. Jadhav ◽  
S. K. Shinde
Keyword(s):  
Aromatic Amines ◽  
Condensation Reaction ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Schiff Base Ligands ◽  
Green Approach ◽  
Good Product ◽  
Economic Method ◽  
Solvent Free Conditions

A mild and efficient method has been reported for the preparation of Schiff base ligands through the condensation reaction of various aromatic aldehydes with substituted aromatic amines in the presence of CES (calcined eggshell) as a heterogeneous catalyst under solvent-free conditions. The advantages of this ecofriendly, economic method are simplicity of the reaction procedure, moderate to good product yields, and very short reaction times.

1, 1’-Sulfinyldiethylammonium Bis (Hydrogen Sulfate) as a Recyclable Dicationic Ionic Liquid Catalyst for the Efficient Solvent-free Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones via Biginelli Reaction

2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Biginelli Reaction ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Dicationic Ionic Liquid

Objective: A facile and efficient method for synthesis of 3, 4-dihydropyrimidin-2(1H)-ones via Biginelli reaction catalyzed by a novel dicationic Brönsted acidic ionic liquid, [(EtNH2)2SO][HSO4]2, has been successfully developed. Material and Method:: 3, 4-Dihydropyrimidin-2(1H)-ones were synthesized through one-pot condensation of aromatic aldehydes, ethyl acetoacetate, and urea under solvent-free conditions using [(EtNH2)2SO][HSO4]2 as a novel catalyst. The progress of the reaction was monitored by thin-layer chromatography (ethyl acetate / n-hexane = 1 / 5). The products have been characterized by IR, 1H NMR, 13C NMR, and also by their melting points. Results: In this research, a library of dihydropyrimidinone derivatives was synthesized via Biginelli reaction under solvent-free conditions at 120oC using [(EtNH2)2SO][HSO4]2 as a catalyst. Various aromatic aldehydes, as well as heteroaromatic aldehydes, were employed, affording good to high yields of the corresponding products and illustrating the substrate generality of the present method. In addition, the prepared dicationic Brönsted acidic ionic liquid can be easily recovered and reused. Conclusion: 1, 1’-Sulfinyldiethylammonium bis (hydrogen sulfate), as a novel dicationic ionic liquid, can act as a highly efficient catalyst for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions.

Ball Mill–assisted Preparation of Nano-CaCO3 as a Novel and Green Catalyst–based Eggshell Waste

2013 ◽  
Vol 1 ◽  
pp. 194308921350716 ◽  
Author(s):  
Elaheh Mosaddegh ◽  
Asadollah Hassankhani ◽  
Sadegh Pourahmadi ◽  
Dadkhoda Ghazanfari
Keyword(s):  
Ball Mill ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
High Catalytic Activity ◽  
X Ray Diffraction ◽  
Green Catalyst ◽  
Solvent Free Conditions ◽  
High Efficient ◽  
Particle Sizer ◽  
Eggshell Waste

Ball mill–assisted preparation of nano-bio Calcite (CaCO3) based on avian shell and its application as a novel, biodegradable, and heterogeneous catalyst with high catalytic activity and reusability in the green and high efficient synthesis of pyrano[4,3- b]pyrans via a condensation reaction of different aromatic aldehydes, malononitrile, and 4-hydroxy-6-methyl-2 H-pyran-2-one at 120°C under solvent-free conditions is reported. The reaction proceeds to completion within 5–30 min in 90–98% yield. The nanocatalyst was characterized by X-ray diffraction (XRD), Brunauer–Emmett–Teller (BET), scanning electron microscope (SEM), elemental analysis, and laser particle sizer.

scholarly journals Clauson Kaas Pyrrole Synthesis Catalyzed by Acidic Ionic Liquid under Microwave Irradiation

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Feray Aydogan ◽  
Cigdem Yolacan
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Microwave Irradiation ◽  
Product Formation ◽  
High Yield ◽  
Pyrrole Derivatives ◽  
Short Reaction Time ◽  
Acidic Ionic Liquid ◽  
Clean Product

A new procedure to synthesize the N-substituted pyrrole derivatives by Clauson Kaas reaction catalyzed by acidic ionic liquid under microwave irradiation was developed. This procedure provides several advantages such as high yield, clean product formation, and short reaction time.

A Green Approach for the Synthesis of Novel 7,11-Dihydro-6H-chromeno[3,4-e]isoxazolo[5,4-b]pyridin-6-one Derivatives Using Acidic Ionic Liquid [C4mim][HSO4]

2016 ◽  
Vol 69 (9) ◽  
pp. 1049 ◽  
Author(s):  
Sudesh Kumari ◽  
M. Rajeswari ◽  
Jitender M. Khurana
Keyword(s):  
Ionic Liquid ◽  
Crystal Packing ◽  
Aromatic Aldehydes ◽  
Green Solvent ◽  
One Pot ◽  
X Ray ◽  
Acidic Ionic Liquid ◽  
Green Approach ◽  
Wide Range ◽  
High Yields

A multicomponent reaction capable of affording a wide range of novel 7,11-dihydro-6H-chromeno[3,4-e]isoxazolo[5,4-b]pyridin-6-one derivatives via one-pot three-component condensation of 4-hydroxycoumarin, aromatic aldehydes, and 5-amino-3-methylisoxazole in ionic liquid 1-butyl-3-methylimidazolium hydrogen sulfate ([C4mim][HSO4]) is reported. Structures have been confirmed by spectral and X-ray studies. Crystal packing of 4b has also been reported. Green solvent, short reaction time, easy workup, and high yields are the salient features of the present protocol.

One-Pot Syntheses of 2H-Indazolo[2,1-B] Phthalazine-Triones Catalyzed by Ionic Iiquid

2011 ◽  
Vol 332-334 ◽  
pp. 1884-1887
Author(s):  
Fang Yang ◽  
Hong Jun Zang ◽  
Qing Kai Wang ◽  
Bo Wen Cheng ◽  
Yuan Lin Ren ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
One Pot

A simple and efficient one-pot method for the preparation of 2H-indazolo [2,1-b] phthalazine-triones from phthalhydrazide, dimedone and aromatic aldehydes has been developed using ionic liquids as catalysts. Two ionic liquid catalysts are described, and the ionic liquid [(CH2)4SO3HMIM]HSO4 catalyst is found to be more effective than [HMIM]HSO4 for this condensation reaction.

Efficient One-Pot Synthesis of 12-Aryl-8,9,10,12-Tetrahydrobenzo[a]Xanthen-11-one Derivatives Using NaHSO4 as Catalyst in Ionic Liquid

2010 ◽  
Vol 113-116 ◽  
pp. 1993-1996 ◽  
Author(s):  
Hong Jun Zang ◽  
Yong Zhang ◽  
Bo Wen Cheng
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Environmentally Friendly ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
Short Reaction Time ◽  
One Pot Synthesis ◽  
Three Component Coupling

A series of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives were synthesized via the three-component coupling from aromatic aldehydes, 2-naphthol and 5,5–dimethylcyclohexane -1,3-dione catalyzed by NaHSO4 in ionic liquid, 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM]BF4). The reaction proceeded with good yields under short reaction time. The NaHSO4 was not expensive and the ionic liquid could be reused. The proposed method is efficient and environmentally friendly.

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