通过氧化循环氧化锡南酸与烯酸盐的氧化循环,轻松而直接地获得三级罗醇
Shiv Chand1, Saurabh Kumar1, Mayank Murthy1
1Department of Chemistry, Institute of Science, Banaras Hindu University, Varanasi 221005, India.
一种新的无金属方法从肉酸和arylhydrazines中合成pyrazolone酒精. 这种高效的氧化循环化提供了广泛的范围,并允许轻松引入各种基.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 异环化学 异环化学
背景情况:
- 三级醇醇是有机合成中有价值的化合物.
- 有效和直接的合成路线对于访问这些分子至关重要.
- 由于环境和经济原因,无金属的催化系统越来越受欢迎.
研究的目的:
- 开发一种高效和直接的无金属合成三级pyrazolone酒精.
- 探索开发的合成方法的范围和局限性.
- 研究将多种基加入到pyrazolone酒精结构中的可能性.
主要方法:
- 没有金属的氧化循环化反应.
- 作为起始材料使用了酸和酸.
- 采用1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) 和 tert-butyl氧化物 (TBHP) 作为催化系统.
- 使用aryldiazonium tetrafluoroborate引入了多种不同的基.
主要成果:
- 实现了高效和直接的三级pyrazolone酒精的合成.
- 反应表明了良好的基质范围和功能组耐受性.
- 在pyrazolone酒精支架上成功引入了多种不同的基.
- DBU/TBHP催化系统在氧化循环过程中被证明是有效的.
结论:
- 开发的无金属氧化循环是合成三级pyrazolone酒精的一种有价值的方法.
- 反应的效率,范围和功能组耐受性使其成为一种实用的合成工具.
- 引入多样化的基的能力扩大了这种方法在创建新型化合物的实用性.
更多相关视频
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
Published on: January 21, 2020
07:12Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
相关概念视频
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Preparation of Alcohols via Addition Reactions
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...
Preparation of Aldehydes and Ketones from Alcohols, Alkenes, and Alkynes
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
