电化学式的化甲基化的化甲基化
1Department of Chemistry, Chung-Ang University, 84, Heukseok-ro, Dongjak-gu, Seoul 06974, Republic of Korea. ejcho@cau.ac.kr.
研究人员使用兰格洛伊斯试剂开发了一种新的电化学方法,用于用兰格洛伊斯试剂化的化. 这种技术为晚期功能化提供了温和的条件,具有广泛的功能群容忍度.
科学领域:
- 有机化学 有机化学
- 电化学 电化学 电化学
- 化学 的化学
背景情况:
- 三甲基化是引入CF3组进入有机分子的关键反应.
- 开发这种转变的温和高效方法是非常有意义的.
- 类是有机合成中的多功能构建块.
研究的目的:
- 报告一项新的电化学化甲基化基.
- 为了利用兰洛伊斯试剂作为三甲基 (CF3) 源.
- 探索反应的范围和机械方面的问题.
主要方法:
- 电化学合成被用于三甲基化反应.
- 兰洛伊斯试剂被用作CF3来源.
- 进行了机制研究,以了解反应途径.
主要成果:
- 在温和的条件下成功实现了基因的电化学基化.
- 反应显示了广泛的功能组耐受性,允许晚期功能化.
- 发现二甲基硫氧化物 (DMSO) 既可以作为溶剂,也可以作为原子供体.
结论:
- 这项研究提出了一种高效和温和的电化学方法,用于基化甲基化.
- 开发的方法适合后期功能化,因为它具有广泛的功能组容忍度.
- 通过机理学研究阐明了DMSO作为溶剂和原子供体的双重作用.
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相关概念视频
Electrophilic Addition to Alkynes: Halogenation
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
Electrophilic Addition to Alkynes: Hydrohalogenation
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.
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration
Analogous to alkenes, alkynes also undergo acid-catalyzed hydration. While the addition of water to an alkene gives an alcohol, hydration of alkynes produces different products such as aldehydes and ketones.
