溶剂控制的可调克诺文纳格尔-氧化反应:醛和腈甲基合成多种环氧化物衍生物

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2024-08-12 DOI:10.1016/j.tetlet.2024.155241
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引用次数: 0

摘要

在此,我们报告了一种溶剂控制串联克诺文纳格尔-环氧化反应,该反应能够高效、选择性地合成丙二腈二聚体的α-甲酰氨基环氧化物和环氧化苄衍生物。通过精心选择溶剂体系,我们证明了该反应对不同产物结果的可调性,从而为各种环氧衍生物提供了一个可切换的合成平台。该反应在温和的条件下进行,反应时间短,效率高,对各种官能团具有良好的耐受性。此外,这种方法可扩展到克级生产规模。
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Solvent-controlled tunable Knoevenagel-epoxidation reaction: Synthesis of diverse epoxide derivatives by aldehydes and nitrile methylenes

Here, we report a solvent-controlled tandem Knoevenagel-epoxidation reaction capable of efficiently and selectively synthesizing α-formamidoepoxide and epoxidized benzylidene derivatives of malononitrile dimers. By carefully selecting the solvent system, we demonstrate the tunability of this reaction towards different product outcomes, thereby providing a switchable synthetic platform for various epoxy derivatives. The reaction proceeds under mild conditions with short reaction times, high efficiency, and good tolerance towards diverse functional groups. Furthermore, this method is scalable to gram-scale production.

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来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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