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

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-02-20 DOI:10.1002/jhet.4794
Hashem Sharghi, Elahe Mashhadi, Seyyede Faeze Razavi, Mahdi Aberi
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引用次数: 0

摘要

二氧化硅上支持的四价席夫碱的 Cu(II) 复合物[Cu(II) Schiff-base@-SiO2] 在水介质(H2O:EtOH)中催化了芳基醛与羰基化合物(二麦冬/4-羟基香豆素/1,3-环己二烯)和丙二腈的反应,从而制备出了苯并[b]吡喃和 3,4-二氢吡喃并[c]色满。此外,利用这种纳米催化剂,2-(5-取代苯基)呋喃-2-甲醛衍生物与羰基化合物(二美登/4-羟基香豆素/1,3-环己二烯)和丙二腈在 H2O:EtOH 回流条件下可以高产率制备出新型四氢苯并[b]吡喃和 3,4-二氢吡喃并[c]色烷衍生物。这种催化体系的主要优点是能生成新产品、产率高(78%-93%)、反应时间短、底物范围广、反应条件环保,而且无需柱层析纯化。此外,纳米催化剂可重复使用六次而不会失去催化活性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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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.

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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
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.
期刊最新文献
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