Room temperature ionic liquid choline chloride–oxalic acid: A versatile catalyst for acid-catalyzed transformation in organic reactions

Yadav, Urmiladevi Narad; Shankarling, Ganapati S.

doi:10.1016/j.molliq.2013.11.036

Cited by 48 publications

(19 citation statements)

References 50 publications

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“…Although, synthesis of biscoumarins using ionic liquids such as sulfonic acid-functionalized pyridinium chloride [17] [23] was reported, however, in all of these reported methods aldehydes were used as substrate and most of these suffer from environmental pollution, expensive reagents or catalysts, long reaction time, exotic reaction conditions, unsatisfactory yields and complicated operations. In order to make this reaction simple and green, herein, we used ionic liquid [BDBDMIm]Br to the synthesis of bis coumarinylmethanes through the one-pot reaction of 4-hydroxycoumarin and various benzylalcohols at room temperature (Scheme 1).…”

Section: Resultsmentioning

confidence: 99%

Grinding technique for the tandem synthesis of bis coumarinyl methanes using [BDBDMIm]Br-CAN

Nikpassand¹,

Fekri²,

Sahrapeima³

2017

Bull. Chem. Soc. Eth.

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ABSTRACT. 3,3-(Butane-1,4-diyl)bis(1,2-dimethyl-1H-imidazole-3-ium)bromide ([BDBDMIm]Br) is easily used as an efficient and recyclable ionic liquid for the synthesis of bis coumarinyl methanes in the presence of a catalytic amount of ceric ammonium nitrate (CAN) under grinding. All reactions are performed in the absence of solvent in excellent yield during short reaction time. Furthermore, the ionic liquid can be reused and recovered for several times without loss of activity. This method provides several advantages such as simple work-up, environmental friendliness and shorter reaction time along with high yields. All of synthesized compounds were characterized by infrared spectroscopy, 1 H and 13 C nuclear magnetic resonance spectroscopy and elemental analyses.

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Section: Resultsmentioning

confidence: 99%

Grinding technique for the tandem synthesis of bis coumarinyl methanes using [BDBDMIm]Br-CAN

Nikpassand¹,

Fekri²,

Sahrapeima³

2017

Bull. Chem. Soc. Eth.

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“…65 The reaction was clean and the rates of the reaction were faster (10-25 min) with high yields (88-95%) when performed in EDS as compared to already existing protocols in which organic solvents were utilized with catalysts. ChCl/oxalic acid at room temperature (Scheme 31).…”

Section: Des In the Replacement Reactionsmentioning

confidence: 93%

Recent advances in the application of deep eutectic solvents as sustainable media as well as catalysts in organic reactions

et al. 2015

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Deep eutectic solvents (DESs), also known as deep eutectic ionic liquids (DEILs) or low-melting mixtures (LMMs) or low transition temperature mixtures (LTTMs) in the literature, have become more and more attractive in recent years due to their interesting properties and benefits, such as low cost of components, easy to prepare, tunable physicochemical properties, negligible vapor pressure, non-toxicity, biorenewability and biodegradability. These eutectic mixtures have been widely used as green and sustainable media as well as catalysts in many chemical processes. This review focuses on recent advances using DESs in organic reactions including addition reactions, cyclization reactions, replacement reactions, multicomponent reactions, condensation reactions, oxidation reactions, and reducing reactions.

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“…As an example, Scheme 34 shows the synthesis of HMF from D-glucose. [170] Another example for a DES acting as reactant, catalyst, and solvent is the synthesis of bisamides from aromatic aldehydes and urea in ChCl-urea (1:2) at 80°C. Dehydration of D-glucose in a ChCl-glucose (6:4).…”

Section: Application In Organic Synthesismentioning

confidence: 99%

Organic Synthesis without Conventional Solvents

Obst

König

2018

Eur J Org Chem

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Organic synthesis without an organic solvent is still the exception. In this microreview, we discuss and compare different synthetic methods that proceed in the absence of conventional organic solvents. This includes solvent‐free methods in solids (mechanochemistry and solid‐state photochemistry), and in neat liquids (thermal and photocatalytic), as well as the application of unconventional solvents, such as ionic liquids and deep‐eutectic solvents. The different approaches are briefly introduced and examples illustrate their specific advantages, followed by a critical discussion of their limitations. Some methods have the intrinsic benefits of solvent‐free operation, such as avoiding solubility problems and side‐reactions with the solvent. However, every method has specific advantages and the demand of the synthetic application is crucial for selecting the best technique.

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Room temperature ionic liquid choline chloride–oxalic acid: A versatile catalyst for acid-catalyzed transformation in organic reactions

Cited by 48 publications

References 50 publications

Grinding technique for the tandem synthesis of bis coumarinyl methanes using [BDBDMIm]Br-CAN

Grinding technique for the tandem synthesis of bis coumarinyl methanes using [BDBDMIm]Br-CAN

Recent advances in the application of deep eutectic solvents as sustainable media as well as catalysts in organic reactions

Organic Synthesis without Conventional Solvents

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