Direct oxidative amidation of aldehydes with amines catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions via a dual-catalysis process

2016 ◽  
Vol 14 (5) ◽  
pp. 1784-1793 ◽  
Author(s):  
Renzhong Fu ◽  
Yang Yang ◽  
Jin Zhang ◽  
Jintao Shao ◽  
Xuming Xia ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Solvent Free ◽  
Solvent Free Conditions ◽  
Dual Catalysis ◽  
Oxidative Amidation ◽  
Catalysis Process

A heteropolyanion-based ionic liquid catalyzed oxidative amidation of aldehydes with amines via a dual-catalysis pathway has been reported.

Cholinium ionic liquids as cheap and reusable catalysts for the synthesis of coumarins via Pechmann reaction under solvent-free conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (44) ◽  
pp. 22946-22950 ◽  
Author(s):  
Yuehua Zhang ◽  
Anlian Zhu ◽  
Qianqian Li ◽  
Lingjun Li ◽  
Yang Zhao ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Ethyl Acetoacetate ◽  
Catalytic Performance ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
Pechmann Reaction ◽  
Solvent Free Conditions

Ionic liquid [N112OH][HSO4] was found to be an efficient and reusable catalyst for Pechmann reaction under solvent-free conditions. UV-vis studies suggested that the high catalytic performance of this catalyst was mainly due to its ability to increase the content of keto tautomer of ethyl acetoacetate.

Microwave-assisted heteropolyanion-based ionic liquid promoted sustainable protocol to N-heteroaryl amides via N-directing dual catalyzed oxidative amidation of aldehydes

RSC Advances ◽  
2016 ◽  
Vol 6 (109) ◽  
pp. 107699-107707 ◽  
Author(s):  
Renzhong Fu ◽  
Yang Yang ◽  
Weihua Jin ◽  
Hui Gu ◽  
Xiaojun Zeng ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Microwave Assisted ◽  
Catalysis Mechanism ◽  
Dual Catalysis ◽  
Oxidative Amidation

A procedure for the synthesis of N-heteroaryl amides directly from oxidative amidation of aldehydes catalyzed by heteropolyanion-based ionic liquids has been reported. The proposed N-directing dual-catalysis mechanism was briefly investigated.

Ionic Liquid Catalyzed Efficient Regioselective Synthesis of 1,4- Disubstituted 1,2,3-Triazoles under Metal and Solvent free Conditions

2020 ◽  
Vol 07 ◽  
Author(s):  
Abid H. Banday ◽  
Victor J. Hruby
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Solvent Free ◽  
Regioselective Synthesis ◽  
Chromatographic Separations ◽  
One Pot ◽  
Green Protocol ◽  
Metal Free ◽  
Organic Azides ◽  
Solvent Free Conditions

Background: Unprecedented, one-pot regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles through azide- aldehyde (3+2) organo-click cycloaddition under metal and solvent-free conditions, is described. Objective: Solvent and metal free synthesis of biologically and industrially important triazoles. Methods: Efficient and high yielding synthesis of products avoiding the tedious high solvent workups and chromatographic separations. The synthesis doesn’t involve the routine acetylenes which are very costly but instead cheaper starting materials like aldehydes and organic azides are used. Results: Green protocol based on the catalysis through Ionic Liquids which simultaneously act as solvents. The products are obtained in good to excellent yields in hassle free synthesis. Conclusion: Efficient and green synthesis of structurally and biologically important triazoles.

Imidazolium-based ionic liquid decorated zinc porphyrin catalyst for converting CO2 into five-membered heterocyclic molecules

2018 ◽  
Vol 2 (1) ◽  
pp. 125-132 ◽  
Author(s):  
Yaju Chen ◽  
Rongchang Luo ◽  
Zhi Yang ◽  
Xiantai Zhou ◽  
Hongbing Ji
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Ionic Liquids ◽  
Solvent Free ◽  
Zinc Porphyrin ◽  
Porphyrin Complex ◽  
Heterocyclic Molecules ◽  
Solvent Free Conditions

The bifunctional zinc(ii) porphyrin complex with flexible quaternary imidazole ionic liquids exhibited improved catalytic activity and reusability for the reaction of CO2with epoxides or aziridines to form five-membered heterocyclic products without any additives under solvent-free conditions.

Preparation and Characterization of a Novel Room Temperature Dicationic Ionic Liquid and its Application in the Synthesis of Xanthenediones Under Solvent-Free Conditions

2018 ◽  
Vol 21 (8) ◽  
pp. 602-608 ◽  
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Room Temperature ◽  
Reaction Times ◽  
Significant Loss ◽  
Solvent Free ◽  
Acidity Function ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
Hammett Acidity Function ◽  
Dicationic Ionic Liquid

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.

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.

Synthesis and Characterization of a Novel Ionic Liquid Based on N,N,N,N-tetramethylethylenediamine and its Application in the Synthesis of 1,8-dioxo-octahydro Xanthenes

2018 ◽  
Vol 21 (7) ◽  
pp. 526-532 ◽  
Author(s):  
Zahra Abdi Piralghar ◽  
Mohammad Mahmoodi Hashemi ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Chlorosulfonic Acid ◽  
Solvent Free ◽  
Aryl Aldehydes ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Aryl Aldehyde ◽  
High Yields

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.

scholarly journals Biocompatible ionic liquid [Betaine][H2PO4] as a reusable catalyst for the substitution of xanthen-9-ol under solvent-free conditions

RSC Advances ◽  
2020 ◽  
Vol 10 (52) ◽  
pp. 31662-31669
Author(s):  
Anlian Zhu ◽  
Tong Wang ◽  
Wanlu Feng ◽  
Jianji Wang ◽  
Lingjun Li
Keyword(s):  
Ionic Liquid ◽  
Substitution Reaction ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
Solvent Free Conditions ◽  
Direct Substitution

A cheap and biocompatible ionic liquid [Betaine][H2PO4] was found to be an efficient and reusable catalyst for the direct substitution reaction of xanthen-9-ol under solvent-free conditions.

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