萨马里 (II) 硫氧化物二氧化物介导的脱氧化
Yu Gao1,2, Fang Chai1, Michal Szostak3
1Key Laboratory for Photochemical Biomaterials and Energy Storage Materials of Heilongjiang Province, Key Laboratory for Photonic and Electronic Bandgap Materials of Ministry of Education, College of Chemistry and Chemical Engineering, Harbin Normal University, Harbin 150025, China.
The Journal of organic chemistry
|February 6, 2025
概括
二氧化物 (SmI2) 在室温下有效地将硫氧化物脱氧化为硫乙烯. 这种温和的方法,使用三胺作为促进剂,适用于各种硫氧化物类型,避免阻碍反应的常见添加剂.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 催化剂是一种催化剂.
背景情况:
- 硫氧化物是有机合成中的多功能功能组.
- 将硫氧化物转化为硫乙烯的高效方法是有价值的.
- 脱氧反应通常需要恶劣的条件或特定的试剂.
研究的目的:
- 开发一种温和而高效的方法,用于将硫氧化物转化为硫乙烯.
- 探索Samarium diiodide (SmI2) 作为这种转换的媒介的使用.
- 为了确定最佳的反应条件和添加剂,以获得高产量和选择性.
主要方法:
- 二氧化物 (SmI2) 通过各种硫氧化物进行脱氧.
- 在温和的室温条件下选择性S-O键裂变.
- 用三乙烯胺 (Et3N) 作为促进剂,并对其他添加剂进行研究.
主要成果:
- 成功地将多种硫氧化物 (aryl-aryl,aryl-alkyl,aryl-alkenyl,alkyl-alkyl) 脱氧化为相应的硫乙烯.
- SmI2/Et3N系统显示出高化学选择性和操作简单性.
- 确定典型的SmI2添加剂 (水,酒精,HMPA,Ni) 对反应产生负面影响,而Et3N对于促进脱氧至关重要.
结论:
- 二氧化在三乙胺的存在下提供了一种新的,温和和高效的途径,从硫化物到硫乙烯.
- 开发的方法在良性条件下提供了一种合成有用的替代方法,用于在良性条件下 thioether 构造.
- 了解添加剂的作用是优化三二氧化物中介脱氧化的关键.
相关概念视频
Preparation and Reactions of Sulfides
4.7K
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.
4.7K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
9.8K
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.
9.8K
Preparation and Reactions of Thiols
5.9K
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.
5.9K
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
10.8K
Alkenes can be dihydroxylated using potassium permanganate. The method encompasses the reaction of an alkene with a cold, dilute solution of potassium permanganate under basic conditions to form a cis-diol along with a brown precipitate of manganese dioxide.
10.8K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
1.8K
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...
1.8K
Oxidation of Alcohols
12.7K
In this lesson, the oxidation of alcohols is discussed in depth. The various reagents used for oxidation of primary and secondary alcohols are detailed, and their mechanism of action is provided.
The process of oxidation in a chemical reaction is observed in any of the three forms:
The process of oxidation in a chemical reaction is observed in any of the three forms:
12.7K


