Introduction to the novel ionic liquid-based catalytic system for the multicomponent preparation of benzo[f]pyrano[3,2-c]chromene and pyrano[3,2-c]chromene derivatives under ultrasonic irradiation condition

A straightforward and high-productivity procedure for preparing benzo[f]pyrano[3,2-c]chromene derivatives is reported. 7 compounds coded as 1a-7a were prepared by a three-component reaction between 1-hydroxy-3H-benzo[f]chromen-3-one, malononitrile, and 1-benzylindoline-2,3-dione in ethanol under ref...

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Main Authors: Nariman Maleki, Zahra Shakarami, Majid Ghashang
Format: Article
Language:English
Published: Elsevier 2025-05-01
Series:Results in Chemistry
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Online Access:http://www.sciencedirect.com/science/article/pii/S2211715625002243
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author Nariman Maleki
Zahra Shakarami
Majid Ghashang
author_facet Nariman Maleki
Zahra Shakarami
Majid Ghashang
author_sort Nariman Maleki
collection DOAJ
description A straightforward and high-productivity procedure for preparing benzo[f]pyrano[3,2-c]chromene derivatives is reported. 7 compounds coded as 1a-7a were prepared by a three-component reaction between 1-hydroxy-3H-benzo[f]chromen-3-one, malononitrile, and 1-benzylindoline-2,3-dione in ethanol under reflux condition and ultrasonic irradiation. Similarly, 10 compounds (1b-10b) of pyrano[3,2-c]chromene derivatives were prepared from the three-component reaction between 4-hydroxycoumarin, malononitrile, and aromatic aldehydes. Ionic liquid B2 was prepared for the first time and used as a catalyst. The nonchromatographic separation and purification of the products with high-yield productivity are the salient features of this protocol.
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publishDate 2025-05-01
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spelling doaj-art-f6b7b7d3f59c49b7a3fa8c58a93f3b3d2025-08-20T03:10:42ZengElsevierResults in Chemistry2211-71562025-05-011510224110.1016/j.rechem.2025.102241Introduction to the novel ionic liquid-based catalytic system for the multicomponent preparation of benzo[f]pyrano[3,2-c]chromene and pyrano[3,2-c]chromene derivatives under ultrasonic irradiation conditionNariman Maleki0Zahra Shakarami1Majid Ghashang2Department of Environmental Sciences and Engineering, Faculty of Natural Resources and Environment, Malayer University, Malayer, IranDepartment of Environmental Sciences and Engineering, Faculty of Natural Resources and Environment, Malayer University, Malayer, IranDepartment of Chemistry, Na.C., Islamic Azad University, Najafabad, Iran.; Corresponding author.A straightforward and high-productivity procedure for preparing benzo[f]pyrano[3,2-c]chromene derivatives is reported. 7 compounds coded as 1a-7a were prepared by a three-component reaction between 1-hydroxy-3H-benzo[f]chromen-3-one, malononitrile, and 1-benzylindoline-2,3-dione in ethanol under reflux condition and ultrasonic irradiation. Similarly, 10 compounds (1b-10b) of pyrano[3,2-c]chromene derivatives were prepared from the three-component reaction between 4-hydroxycoumarin, malononitrile, and aromatic aldehydes. Ionic liquid B2 was prepared for the first time and used as a catalyst. The nonchromatographic separation and purification of the products with high-yield productivity are the salient features of this protocol.http://www.sciencedirect.com/science/article/pii/S2211715625002243Benzo[f]pyrano[3,2-c]chromeneSpiro compoundsIonic liquidCatalyst1-hydroxy-3H-benzo[f]chromen-3-onePyrano[3,2-c]chromene
spellingShingle Nariman Maleki
Zahra Shakarami
Majid Ghashang
Introduction to the novel ionic liquid-based catalytic system for the multicomponent preparation of benzo[f]pyrano[3,2-c]chromene and pyrano[3,2-c]chromene derivatives under ultrasonic irradiation condition
Results in Chemistry
Benzo[f]pyrano[3,2-c]chromene
Spiro compounds
Ionic liquid
Catalyst
1-hydroxy-3H-benzo[f]chromen-3-one
Pyrano[3,2-c]chromene
title Introduction to the novel ionic liquid-based catalytic system for the multicomponent preparation of benzo[f]pyrano[3,2-c]chromene and pyrano[3,2-c]chromene derivatives under ultrasonic irradiation condition
title_full Introduction to the novel ionic liquid-based catalytic system for the multicomponent preparation of benzo[f]pyrano[3,2-c]chromene and pyrano[3,2-c]chromene derivatives under ultrasonic irradiation condition
title_fullStr Introduction to the novel ionic liquid-based catalytic system for the multicomponent preparation of benzo[f]pyrano[3,2-c]chromene and pyrano[3,2-c]chromene derivatives under ultrasonic irradiation condition
title_full_unstemmed Introduction to the novel ionic liquid-based catalytic system for the multicomponent preparation of benzo[f]pyrano[3,2-c]chromene and pyrano[3,2-c]chromene derivatives under ultrasonic irradiation condition
title_short Introduction to the novel ionic liquid-based catalytic system for the multicomponent preparation of benzo[f]pyrano[3,2-c]chromene and pyrano[3,2-c]chromene derivatives under ultrasonic irradiation condition
title_sort introduction to the novel ionic liquid based catalytic system for the multicomponent preparation of benzo f pyrano 3 2 c chromene and pyrano 3 2 c chromene derivatives under ultrasonic irradiation condition
topic Benzo[f]pyrano[3,2-c]chromene
Spiro compounds
Ionic liquid
Catalyst
1-hydroxy-3H-benzo[f]chromen-3-one
Pyrano[3,2-c]chromene
url http://www.sciencedirect.com/science/article/pii/S2211715625002243
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AT zahrashakarami introductiontothenovelionicliquidbasedcatalyticsystemforthemulticomponentpreparationofbenzofpyrano32cchromeneandpyrano32cchromenederivativesunderultrasonicirradiationcondition
AT majidghashang introductiontothenovelionicliquidbasedcatalyticsystemforthemulticomponentpreparationofbenzofpyrano32cchromeneandpyrano32cchromenederivativesunderultrasonicirradiationcondition