可见光激发的激素级联硫基化/循环化2 - 异亚利乙烯由电子捐赠者 - 接受者复合体形成启用
Jiamei Shen1, Hui Li1, Yuan Li1
1Jiangsu Key Laboratory of Pesticide Science and Department of Chemistry, College of Sciences, Nanjing Agricultural University, Nanjing 210095, China.
The Journal of organic chemistry
|June 28, 2024
概括
这项研究引入了一种新的可见光驱动反应,用于使用2 - 异氨基乙烯的硫基化和循环化. 该过程是高效的,不需要光敏感剂,并通过激进途径进行.
科学领域:
- 有机化学 有机化学
- 光催化作用的光催化
- 激进的反应 激进的反应
背景情况:
- 2 - 异氨基二乙烯是多功能合成中间体.
- 可见光光催化剂提供了温和和可持续的反应条件.
- 开发新的级联反应对于高效的分子构造至关重要.
研究的目的:
- 探索一种新型的光诱导级联硫基化/循环化2 - 异二乙醇乙烯的方法.
- 为了研究可见光触发的反应,在没有光敏剂的情况下运行.
- 为了阐明这种光催化过程的机制.
主要方法:
- 用可见光照射2-异亚利硫乙烯和α-硫.
- 在现场生成电子捐赠-接受复合体.
- 光谱分析包括紫外线光谱.
- 激进的陷实验和约伯的情节分析.
- 打开/关闭辐射研究以确认光催化行为.
主要成果:
- 取得了成功的光诱导级联硫基化/循环化.
- 反应在极其温和的条件下进行.
- 没有需要外部光敏感剂,光催化是由现场生成的复合体启动的.
- 通过各种实验技术证实了激进的途径.
结论:
- 开发了一种新且高效的可见光驱动级联反应,用于硫合成.
- 反应的独特光催化机制,由in situ形成的复合体驱动,为有机合成提供了一种新的方法.
- 这种方法提供了一种可持续和温和的途径,从易于获得的原料中获得复杂的分子.
相关概念视频
Preparation and Reactions of Sulfides
4.8K
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.
4.8K
Radical Reactivity: Nucleophilic Radicals
2.1K
Radicals adjacent to electron-donating groups are called nucleophilic radicals. These radicals readily react with electrophilic alkenes. The SOMO–LUMO interactions are the driving force for the reaction, where the high-energy SOMO of the electron-rich, nucleophilic radicals interacts with the low-energy LUMO of the electron-deficient, electrophilic alkenes. Such SOMO–LUMO interactions are the basis of reactive radical traps, affecting the selectivity in radical reactions. For...
2.1K
Cycloaddition Reactions: MO Requirements for Photochemical Activation
2.1K
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.
2.1K
Preparation and Reactions of Thiols
6.1K
Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
6.1K
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
Radical Substitution: Allylic Bromination
5.1K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
5.1K
![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)

![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)