Pd-催化 [4 + 1] 取消策略对功能化4-甲基烯衍生物的取消策略
Jiaxin Han1, Wenzheng Gao1, Joseph P A Harrity1
1Department of Chemistry, University of Sheffield, Sheffield S3 7HF, U.K.
The Journal of organic chemistry
|January 23, 2024
概括
这项研究引入了一种新的催化反应,用于从硫化物和硫离子中产生功能化的原衍生物. 该方法对于合成有价值的烯化合物是高效和可扩展的.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 合成方法论 合成方法论
背景情况:
- 烯衍生物是药物化学和药物发现的重要组成部分.
- 有效的合成路线到功能化的烯基支架是非常受欢迎的.
研究的目的:
- 开发一种新且方便的合成策略,用于获取功能化的烯衍生物.
- 为了探索催化形式的 [4 + 1] 循环添加反应的实用性.
主要方法:
- 使用了催化形式的 [4 + 1] 循环添加反应.
- 采用硫化物和在现场生成的稳定型兹威特作为关键反应剂.
- 演示了格拉姆尺度合成和化学选择性功能化.
主要成果:
- 成功合成了一系列功能化的烯衍生物.
- 建立了一条方便而有效的通往这些有价值化合物的路线.
- 通过大规模合成和选择性修改验证了该方法的适用性.
结论:
- 开发的Pd催化循环添加为功能化的烯衍生物提供了一种实用方法.
- 这种方法为合成复杂的含有proline的分子提供了宝贵的工具.
- 反应的可扩展性和化学选择性突出显示了它对更广泛应用的潜力.
相关概念视频
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
2.2K
Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).
2.2K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
10.2K
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.
10.2K
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
8.4K
The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.
8.4K
Cycloaddition Reactions: Overview
2.6K
Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
2.6K
Preparation of Diols and Pinacol Rearrangement
3.4K
Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
3.4K
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
4.6K
Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
4.6K


![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)