用含甲基过氧化物进行魔法甲基化
Daliah Farajat1, Yuhua Zhang2, Chao-Jun Li1,3
1Department of Chemistry, McGill University 801 Sherbrooke Street West Montreal Quebec H3A 2K6 Canada cj.li@mcgill.ca.
Chemical science
|December 6, 2024
概括
甲基在制药中至关重要. 本综述详细介绍了使用含甲基过氧化物进行高效的后期C-H甲基化,这是有机合成的关键进展.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 催化剂是一种催化剂.
背景情况:
- 甲基在天然产品和药品中普遍存在.
- 晚期C-H甲基化是一种非常受欢迎的转化.
- 过氧化物衍生的甲基激素提供了一个环保的方法.
研究的目的:
- 审查使用含甲基过氧化物进行定向C-H甲基化的进展.
- 要总结甲基基在有机合成中的实用性.
- 突出这些方法在制药开发中的重要性.
主要方法:
- 使用含甲基的过氧化物作为甲基基的前体.
- 使用定向过渡金属催化剂用于C-H功能化.
- 审查关于过氧化物介导甲基化反应的已发表文献.
主要成果:
- 含甲基过氧化物是用于安装甲基组的强有力的试剂.
- 定向过渡金属催化使得高效的C-H甲基化.
- 在过去的16年里,取得了显著的进展.
结论:
- 过氧化物介导的C-H甲基化是一种强大的合成工具.
- 这种方法促进了复杂分子的后期功能化.
- 持续的研究有望在甲基组引入方面进一步创新.
更多相关视频
相关概念视频
Phase II Reactions: Methylation Reactions
134
Methylation is a phase II biotransformation process involving the attachment of a methyl group to a substrate. Enzymes known as methyltransferases orchestrate this reaction.
The mechanism of methylation unfolds in two stages. The first stage sees a methyltransferase enzyme facilitating the transfer of a methyl group from S-adenosylmethionine (SAM) to the substrate, forming S-adenosylhomocysteine (SAH). The second stage involves further metabolism of SAH into homocysteine, which can be recycled...
The mechanism of methylation unfolds in two stages. The first stage sees a methyltransferase enzyme facilitating the transfer of a methyl group from S-adenosylmethionine (SAM) to the substrate, forming S-adenosylhomocysteine (SAH). The second stage involves further metabolism of SAH into homocysteine, which can be recycled...
134
Autoxidation of Ethers to Peroxides and Hydroperoxides
7.4K
Ethers represent a class of chemical compounds that become more dangerous with prolonged storage because they tend to form explosive peroxides when standing in the air. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly oxidize to form hydroperoxides and dialkyl peroxides.
7.4K
Oxymercuration-Reduction of Alkenes
7.4K
Oxymercuration–reduction of alkenes is one of the major reactions converting alkenes to alcohols. It involves the hydration of alkenes with mercuric acetate in a mixture of tetrahydrofuran and water, forming an organomercury adduct. This is followed by a demercuration step in which the adduct is reduced to an alcohol using sodium borohydride.
7.4K
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
5.6K
Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
5.6K
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
10.9K
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.
10.9K
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
2.1K
Carboxylic acids react with diazomethane in an ether solvent via alkylation at the carboxylate oxygen atom to give methyl esters of the corresponding acid with excellent yields.
2.1K


