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":"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","authors":"Nariman Maleki , Zahra Shakarami , Majid Ghashang","doi":"10.1016/j.rechem.2025.102241","DOIUrl":null,"url":null,"abstract":"<div><div>A straightforward and high-productivity procedure for preparing benzo[<em>f</em>]pyrano[3,2-c]chromene derivatives is reported. 7 compounds coded as <strong>1a-7a</strong> were prepared by a three-component reaction between 1-hydroxy-3H-benzo[<em>f</em>]chromen-3-one, malononitrile, and 1-benzylindoline-2,3-dione in ethanol under reflux condition and ultrasonic irradiation. Similarly, 10 compounds (<strong>1b-10b</strong>) of pyrano[3,2-<em>c</em>]chromene derivatives were prepared from the three-component reaction between 4-hydroxycoumarin, malononitrile, and aromatic aldehydes. Ionic liquid <strong>B</strong><sub><strong>2</strong></sub> 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.</div></div>","PeriodicalId":420,"journal":{"name":"Results in Chemistry","volume":"15 ","pages":"Article 102241"},"PeriodicalIF":2.5000,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Results in Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2211715625002243","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
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.