Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst

At first, potassium 2-oxoimidazolidine-1,3-diide (POImD) was prepared of stirring a mixture of imidazolidin-2-one, KOH and H2O overnight. Then, Potassium 2-oxoimidazolidine-1,3-diide was used as a green, novel, fast, efficient and mild catalyst for the synthesis of bis coumarinyl methanes via a one-...

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Main Authors: Mohammad Nikpassand, Leila Zare Fekri
Format: Article
Language:English
Published: Iranian Chemical Science and Technologies Association 2019-02-01
Series:Chemical Review and Letters
Subjects:
Online Access:http://www.chemrevlett.com/article_85819_4026844f79146c64c27001b0242653c5.pdf
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author Mohammad Nikpassand
Leila Zare Fekri
author_facet Mohammad Nikpassand
Leila Zare Fekri
author_sort Mohammad Nikpassand
collection DOAJ
description At first, potassium 2-oxoimidazolidine-1,3-diide (POImD) was prepared of stirring a mixture of imidazolidin-2-one, KOH and H2O overnight. Then, Potassium 2-oxoimidazolidine-1,3-diide was used as a green, novel, fast, efficient and mild catalyst for the synthesis of bis coumarinyl methanes via a one-pot reaction of one equivalent of various aromatic aldehydes and two equivalents of 4-hydroxycoumarin at room temperature in aqueous media. All reactions are performed in the absence of organic solvent in high to excellent yield during short reaction time. The procedure was readily conducted and affords remarkable advantages such as simple work-up, green media and eco-friendly procedure. The catalyst was recovered and reused. Apart from the mild conditions of the process and its excellent results, the simplicity of product isolation and the possibility to recycle the catalyst offer a significant advantage. To the best of our knowledge this is the first report on synthesis of POImD. All of synthesized compounds were characterized by IR, 1H and 13C NMR spectroscopy and elemental analyses.
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spelling doaj.art-142aff324f574c25953775d5170659862022-12-21T23:19:59ZengIranian Chemical Science and Technologies AssociationChemical Review and Letters2676-72792645-49472019-02-012171210.22034/crl.2019.8581985819Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalystMohammad Nikpassand0Leila Zare Fekri1aDepartment of Chemistry, Rasht Branch, Islamic Azad University, Rasht, IranbDepartment of Chemistry, Payame Noor University, PO Box 19395-3697 Tehran, IranAt first, potassium 2-oxoimidazolidine-1,3-diide (POImD) was prepared of stirring a mixture of imidazolidin-2-one, KOH and H2O overnight. Then, Potassium 2-oxoimidazolidine-1,3-diide was used as a green, novel, fast, efficient and mild catalyst for the synthesis of bis coumarinyl methanes via a one-pot reaction of one equivalent of various aromatic aldehydes and two equivalents of 4-hydroxycoumarin at room temperature in aqueous media. All reactions are performed in the absence of organic solvent in high to excellent yield during short reaction time. The procedure was readily conducted and affords remarkable advantages such as simple work-up, green media and eco-friendly procedure. The catalyst was recovered and reused. Apart from the mild conditions of the process and its excellent results, the simplicity of product isolation and the possibility to recycle the catalyst offer a significant advantage. To the best of our knowledge this is the first report on synthesis of POImD. All of synthesized compounds were characterized by IR, 1H and 13C NMR spectroscopy and elemental analyses.http://www.chemrevlett.com/article_85819_4026844f79146c64c27001b0242653c5.pdfcoumarinpotassium 2-oxoimidazolidine-13-diidemulticomponent reaction4-hydroxycoumarin
spellingShingle Mohammad Nikpassand
Leila Zare Fekri
Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst
Chemical Review and Letters
coumarin
potassium 2-oxoimidazolidine-1
3-diide
multicomponent reaction
4-hydroxycoumarin
title Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst
title_full Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst
title_fullStr Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst
title_full_unstemmed Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst
title_short Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst
title_sort synthesis of bis coumarinyl methanes using of potassium 2 oxoimidazolidine 1 3 diide as a novel efficient and reusable catalyst
topic coumarin
potassium 2-oxoimidazolidine-1
3-diide
multicomponent reaction
4-hydroxycoumarin
url http://www.chemrevlett.com/article_85819_4026844f79146c64c27001b0242653c5.pdf
work_keys_str_mv AT mohammadnikpassand synthesisofbiscoumarinylmethanesusingofpotassium2oxoimidazolidine13diideasanovelefficientandreusablecatalyst
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