Oxidation of benzylic alcohols to their Corresponding carbonyl compounds using ceric ammonium nitrate (CAN)/Brönsted acidic ionic liquid

2011 ◽  
Vol 8 (2) ◽  
pp. 382-387 ◽  
Author(s):  
A. R. Hajipour ◽  
L. Khazdooz ◽  
A. E. Ruoho
Keyword(s):  
Ionic Liquid ◽  
Ammonium Nitrate ◽  
Carbonyl Compounds ◽  
Ceric Ammonium Nitrate ◽  
Benzylic Alcohols ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid

Halogenation of Carbonyl Compounds by an Ionic Liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN).

ChemInform ◽  
2007 ◽  
Vol 38 (43) ◽  
Author(s):  
Brindaban C. Ranu ◽  
Laksmikanta Adak ◽  
Subhash Banerjee
Keyword(s):  
Ionic Liquid ◽  
Ammonium Nitrate ◽  
Carbonyl Compounds ◽  
Ceric Ammonium Nitrate

Reductive amination of carbonyl compounds using NaBH4 in a Brønsted acidic ionic liquid

2007 ◽  
Vol 48 (50) ◽  
pp. 8807-8810 ◽  
Author(s):  
P. Srinivasa Reddy ◽  
Sanjit Kanjilal ◽  
S. Sunitha ◽  
Rachapudi B.N. Prasad
Keyword(s):  
Ionic Liquid ◽  
Carbonyl Compounds ◽  
Reductive Amination ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid

Halogenation of Carbonyl Compounds by an Ionic Liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)

2007 ◽  
Vol 60 (5) ◽  
pp. 358 ◽  
Author(s):  
Brindaban C. Ranu ◽  
Laksmikanta Adak ◽  
Subhash Banerjee
Keyword(s):  
Ionic Liquid ◽  
Organic Solvent ◽  
Ammonium Nitrate ◽  
Carbonyl Compounds ◽  
Reaction Medium ◽  
Ceric Ammonium Nitrate ◽  
Radical Mechanism ◽  
Keto Esters

An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the α-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested.

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.

On the mechanism of alcoholysis of allylic and benzylic alcohols and of epoxides in the presence of ceric ammonium nitrate

Tetrahedron ◽  
1996 ◽  
Vol 52 (12) ◽  
pp. 4175-4180 ◽  
Author(s):  
Jean-Marc Chapuzet ◽  
Sophie Beauchemin ◽  
Benoit Daoust ◽  
Jean Lessard
Keyword(s):  
Ammonium Nitrate ◽  
Ceric Ammonium Nitrate ◽  
Benzylic Alcohols

Brønsted acidic ionic liquid-catalyzed dehydrative formation of isosorbide from sorbitol: introduction of a continuous process

2017 ◽  
Vol 7 (10) ◽  
pp. 2065-2073 ◽  
Author(s):  
Jie Deng ◽  
Bao-Hua Xu ◽  
Yao-Feng Wang ◽  
Xian-En Mo ◽  
Rui Zhang ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Continuous Process ◽  
Efficient Synthesis ◽  
Acidic Ionic Liquid ◽  
Highly Efficient ◽  
Brønsted Acidic Ionic Liquid ◽  
Acidic Ionic Liquids ◽  
First Time

A highly efficient synthesis of isosorbide from sorbitol was developed using Brønsted acidic ionic liquids (BILs) as the catalyst for the first time.

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