{"title":"以二氧化硅上支持的四价席夫碱 Cu(II) 复合物为纳米催化剂合成苯并[b]吡喃、3,4-二氢吡喃并[c]色烯及其新呋喃衍生物","authors":"Hashem Sharghi, Elahe Mashhadi, Seyyede Faeze Razavi, Mahdi Aberi","doi":"10.1002/jhet.4794","DOIUrl":null,"url":null,"abstract":"<p>Cu(II) Complex of tetradentate Schiff-base supported on silica [Cu(II) Schiff-base@-SiO<sub>2</sub>] catalyzed reactions of aryl aldehydes with carbonyl compounds (dimedon/4-hydroxy coumarin/1,3-cyclohexadion) and malononitrile in aqueous media (H<sub>2</sub>O:EtOH) to preparation of benzo[<i>b</i>]pyrans and 3,4-dihydropyrano[<i>c</i>]chromanes. Also, using this nanocatalyst, 2-(5-substituted phenyl)furan-2-carboxaldehyde derivatives with carbonyl compounds (dimedon/4-hydroxy coumarin/1,3-cyclohexadion) and malononitrile gave novel tetrahydrobenzo[<i>b</i>]pyran and 3,4-dihydropyrano[<i>c</i>]chromane derivatives in high yields in H<sub>2</sub>O:EtOH under reflux conditions. The key advantages of this catalytic systems are the formation of novel products, high yields (78%–93%), short reaction time, broad substrate scope, environmentally friendly reaction conditions and also, without need to column chromatography for purification. Furthermore, the nanocatalyst can be reused six times without losing catalytic activity.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 5","pages":"693-702"},"PeriodicalIF":2.0000,"publicationDate":"2024-02-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of benzo[b]pyran, 3,4 dihydropyrano[c]chromene and their new furan derivatives using Cu(II) complex of tetradentate Schiff-base supported on silica as a nanocatalyst\",\"authors\":\"Hashem Sharghi, Elahe Mashhadi, Seyyede Faeze Razavi, Mahdi Aberi\",\"doi\":\"10.1002/jhet.4794\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>Cu(II) Complex of tetradentate Schiff-base supported on silica [Cu(II) Schiff-base@-SiO<sub>2</sub>] catalyzed reactions of aryl aldehydes with carbonyl compounds (dimedon/4-hydroxy coumarin/1,3-cyclohexadion) and malononitrile in aqueous media (H<sub>2</sub>O:EtOH) to preparation of benzo[<i>b</i>]pyrans and 3,4-dihydropyrano[<i>c</i>]chromanes. Also, using this nanocatalyst, 2-(5-substituted phenyl)furan-2-carboxaldehyde derivatives with carbonyl compounds (dimedon/4-hydroxy coumarin/1,3-cyclohexadion) and malononitrile gave novel tetrahydrobenzo[<i>b</i>]pyran and 3,4-dihydropyrano[<i>c</i>]chromane derivatives in high yields in H<sub>2</sub>O:EtOH under reflux conditions. The key advantages of this catalytic systems are the formation of novel products, high yields (78%–93%), short reaction time, broad substrate scope, environmentally friendly reaction conditions and also, without need to column chromatography for purification. Furthermore, the nanocatalyst can be reused six times without losing catalytic activity.</p>\",\"PeriodicalId\":194,\"journal\":{\"name\":\"Journal of Heterocyclic Chemistry\",\"volume\":\"61 5\",\"pages\":\"693-702\"},\"PeriodicalIF\":2.0000,\"publicationDate\":\"2024-02-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Heterocyclic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/jhet.4794\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Heterocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/jhet.4794","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Synthesis of benzo[b]pyran, 3,4 dihydropyrano[c]chromene and their new furan derivatives using Cu(II) complex of tetradentate Schiff-base supported on silica as a nanocatalyst
Cu(II) Complex of tetradentate Schiff-base supported on silica [Cu(II) Schiff-base@-SiO2] catalyzed reactions of aryl aldehydes with carbonyl compounds (dimedon/4-hydroxy coumarin/1,3-cyclohexadion) and malononitrile in aqueous media (H2O:EtOH) to preparation of benzo[b]pyrans and 3,4-dihydropyrano[c]chromanes. Also, using this nanocatalyst, 2-(5-substituted phenyl)furan-2-carboxaldehyde derivatives with carbonyl compounds (dimedon/4-hydroxy coumarin/1,3-cyclohexadion) and malononitrile gave novel tetrahydrobenzo[b]pyran and 3,4-dihydropyrano[c]chromane derivatives in high yields in H2O:EtOH under reflux conditions. The key advantages of this catalytic systems are the formation of novel products, high yields (78%–93%), short reaction time, broad substrate scope, environmentally friendly reaction conditions and also, without need to column chromatography for purification. Furthermore, the nanocatalyst can be reused six times without losing catalytic activity.
期刊介绍:
The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.