最近在通过基环化获得的基基化异环的合成方面取得的进展
Ricardo H Bartz1, Paola S Hellwig1,2, Kethelyn M Rosa1
1LASOL-CCQFA, Universidade Federal de Pelotas - UFPel, P.O. Box 354, 96010-900, Pelotas, RS, Brazil.
本综述强调了近期在利用循环反应合成有机素异环化合物的进展. 它强调了和的基环化,详细介绍了这些重要的药理支架的方法,优势和局限性.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 异环化学 异环化学
背景情况:
- 有机素异环化合物是具有显著药理性质的关键支架.
- 为这些分子开发高效的合成协议是一个活跃的研究领域.
- 循环化反应对于构建具有多个石化原子的异循环特别强大.
研究的目的:
- 审查最近合成含有两个或两个以上的石化原子 (硫,,) 的异环的进展.
- 专注于各种循环化反应的应用,特别是 chalcogenocyclization 的 chalcogenoalkynes 和.
- 分析这些方法的范围,优势,合成差异和局限性.
主要方法:
- 对有机素异环合成的循环化反应的文献综述.
- 重点是涉及甲基和基的甲基环化反应.
- 在报告合成中使用的各种基质和反应条件的分析.
主要成果:
- 广泛的循环化策略已经成功地用于合成有机基异环.
- 和的基基环化证明了显著的多功能性和效率.
- 确定并讨论了各种合成方法的关键优势,差异和局限性.
结论:
- 循环化反应,特别是石化基环化,对于获取各种各样的有机石化基异环非常有效.
- 该领域的持续研究有望进一步开发新型合成途径并探索它们的药理潜力.
- 了解当前方法的范围和局限性对于未来的合成设计至关重要.
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相关概念视频
Cycloaddition Reactions: Overview
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
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.
Halogenation of Alkenes
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
α-Halogenation of Carboxylic Acid Derivatives: Overview
Preparation of Acid Anhydrides
The carboxylate ion acts as a nucleophile that attacks the carbonyl carbon of the acid chloride to form a tetrahedral intermediate. Subsequently, the re-formation of the carbonyl group with the loss of the chloride ion as a leaving group leads to the formation of an acid...
