可见光诱导的硫化反应的铜催化硫盐
Bin Zhao1, Ping-Ping Liang1, Liu-Meng Wu1
1School of Chemical Engineering, Zhengzhou University, Zhengzhou, 450001, China. jhliu@zzu.edu.cn.
概括
一种新的可见光驱动,铜催化反应使得使用硫盐进行硫化. 这种高效的方法在没有添加剂的温和条件下进行,为修改生物活性化合物提供了广泛的功能组兼容性.
科学领域:
- 有机化学 有机化学
- 光催化作用的光催化
- 硫化反应 硫化反应
背景情况:
- 硫化是有机合成中至关重要的转化.
- 现有的方法通常需要恶劣的条件或特定的催化剂.
- 需要开发更温和,更有效的硫化技术.
研究的目的:
- 开发一种可见光诱导的硫化反应.
- 为了利用硫盐作为随时可用的硫化试剂.
- 为了在温和,没有催化剂的条件下实现这种转化.
主要方法:
- 可见光辐射. 可见光辐射.
- 铜催化 铜催化
- 使用硫盐作为硫化前体.
主要成果:
- 成功的可见光诱导铜催化硫化.
- 轻度反应条件:不需要光敏剂,配体或基.
- 良好的功能群耐受性,允许复杂分子的修改.
结论:
- 已经建立了一个新的,高效的硫化协议.
- 该方法为引入硫基提供了一种可持续和多用途的方法.
- 这种反应促进了有价值的有机化合物和生物活性分子的合成和改性.
相关概念视频
Preparation and Reactions of Thiols
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.
Preparation and Reactions of Sulfides
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.
Acid Halides to Ketones: Gilman Reagent
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at −78 °C in the presence of ether solution to produce a ketone in good yield.
As shown below, the mechanism proceeds in two steps. First, one of the alkyl groups of the reagent acts as a nucleophile and attacks the acyl carbon of the acid chloride to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen double...
As shown below, the mechanism proceeds in two steps. First, one of the alkyl groups of the reagent acts as a nucleophile and attacks the acyl carbon of the acid chloride to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen double...
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride
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,...

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