通过Hexafluoroisopropanol介导的Tandem Wolff重组/循环化来访问含有Se/S的异环
Yihan Yu1, Xin Ji2, Xingxing Wu3
1Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, 500 Dongchuan Road, Shanghai 200241, China.
Organic letters
|March 12, 2026
概括
研究人员开发了一种使用级联反应合成1,3-氨酸的新方法. 这种有机循环支架显示出开发新的杀菌农业化学品的潜力.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 农业化学 农业化学
背景情况:
- 1,3-氨酸是含有的异环化合物.
- 开发新型异环基架的高效合成路径对于药物发现和农业化学开发至关重要.
- 有机化合物表现出多种生物活性.
研究的目的:
- 报告一种新且高效的正式 [3 + 3] 循环化策略,用于合成1,3-氨酸.
- 探索合成的有机化合物作为杀菌农业化学品的潜力.
主要方法:
- 采用了一种正式的 [3 + 3] 循环化策略.
- 通过赫萨化醇 (HFIP) 介导的阿尔基尼尔二甲基基的沃尔夫重组产生了阿尔基尼尔基中间体.
- 使用了一种级联反应,其中涉及胺通过胺捕获中间体.
主要成果:
- 该研究通过开发的协议成功合成了1,3-氨酸.
- 基尼尔基中间体在现场生成,并被胺所捕获.
- 生物评估表明合成的有机循环支架具有潜在的杀菌活性.
结论:
- 建立了一个新且高效的正式 [3 + 3] 循环化策略来合成1,3-氨酸.
- 合成的有机循环支架显示出作为杀菌农业化学品的结构的前景.
- 这项工作扩大了有机异环的合成工具箱,并突出了它们的农业化学潜力.
相关概念视频
Cycloaddition Reactions: Overview
3.7K
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.
3.7K
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
3.0K
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).
3.0K
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
3.6K
The Cope rearrangement is classified as a [3,3] sigmatropic shift in 1,5-dienes, leading to a more stable, isomeric 1,5-diene. The reaction involves a concerted movement of six electrons, four from two π bonds and two from a σ bond, via an energetically favorable chair-like transition state.
3.6K
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement
3.0K
The Claisen rearrangement is a [3,3] sigmatropic rearrangement of allyl vinyl ethers to unsaturated carbonyl compounds. The rearrangement is a concerted pericyclic reaction proceeding via a chair-like transition state.
3.0K
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
5.2K
The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
5.2K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
13.5K
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.
13.5K


![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)