通过LiN介导的双联氧二烯合成 (SiMe3)
Yuanyun Gu1, Kangyu Yin1, Yan-En Wang2
1State Key Laboratory of Materials Oriented Chemical Engineering (MCE), Technical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing 211816, P. R. China.
The Journal of organic chemistry
|December 8, 2025
概括
一种新的,单方法提供了可持续和高效的合成使用温和条件和易于获得的原料有价值的二化合物.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 合成化学 合成化学
背景情况:
- 由于其多样化的生物活性,西是药物发现中的关键异环化合物.
- 目前的合成路线通常涉及恶劣的条件,有毒试剂或昂贵的过渡金属,限制了它们的可访问性和可持续性.
研究的目的:
- 开发一种新的,没有过渡金属的,单合成策略,用于索.
- 为了在温和的条件下实现2-aryl-3-hydroxybenzothiophenes的高效合成.
主要方法:
- 使用了易于获得的甲基2-烯酸和甲.
- 使用二三甲基胺 (LiNSiMe3) 2作为主要试剂.
- 在温和条件下以单,无过渡金属的方式进行反应.
主要成果:
- 成功合成了多种多样的2 - -3 - 氧二.
- 在开发的协议中表现出优异的功能组耐受性.
- 实现了高产量和纯度的目标西奥衍生物.
结论:
- 报告的方法提供了一种可持续的,高效的,实用的方法来合成西欧芬.
- 这种没有过渡金属的协议简化了合成工作流程,并补充了现有的方法.
- 起始材料的可获得性和温和的反应条件使其成为药物和合成化学家的宝贵工具.
相关概念视频
Preparation and Reactions of Sulfides
5.7K
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
5.7K
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride
2.2K
Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...
2.2K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
12.5K
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
12.5K
Benzene to Phenol via Cumene: Hock Process
4.1K
The synthesis of phenol from benzene via cumene and cumene hydroperoxide is called the Hock process. First, a Friedel–Crafts alkylation reaction of benzene with propene gives cumene. Then cumene forms cumene hydroperoxide via a radical chain reaction. In the chain initiation step, the benzylic hydrogen is abstracted to give a benzylic radical. In the chain propagation step, the benzylic radical reacts with an oxygen diradical to form a cumene hydroperoxide radical. The cumene...
4.1K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
12.1K
The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
12.1K
Cycloaddition Reactions: MO Requirements for Photochemical Activation
2.6K
Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
2.6K


