通过单碳原子插入基因和基因的骨架编辑
Wei Jiang1, Yaxin Fan2, Fukuan Zhang2
1School of Chemistry and Molecular Engineering, College of Materials Science and Engineering, Nanjing Tech University, Nanjing, 211816, China.
Chemistry (Weinheim an der Bergstrasse, Germany)
|June 17, 2025
概括
骨架编辑精确地修改了原子水平上的分子. 本综述侧重于单碳插入基和基,扩展到新型分子合成的芳香系统之外.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 分子工程是分子工程.
背景情况:
- 复合成分析是有机合成的基石.
- 骨架编辑提供精确的化学结构的原子级改造.
- 目前的单碳插入方法主要针对 (异质) 芳香系统.
研究的目的:
- 审查最近在基和基的骨架编辑方面的进展.
- 要突出单碳原子插入策略,以获得不和的C-C键.
- 探索未和框架的骨架编辑的未来方向.
主要方法:
- 最近科学出版物的文献综述.
- 对单碳原子插入反应的分析.
- 专注于功能化的基和基衍生物.
主要成果:
- 对和基的新兴骨编辑技术的详细概述.
- 在不和C-C债券的特定站点编辑中确定未经探索的区域.
- 编制用于快速组装复杂有机分子的策略.
结论:
- 通过单碳插入对基和基的骨编辑是一个快速发展的领域.
- 这种方法对合成高价值的功能性有机分子具有重大潜力.
- 需要进一步的研究才能充分实现这项技术的范围.
相关概念视频
Preparation of Alkynes: Alkylation Reaction
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Introduction
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.
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.
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Introduction to Electrophilic Addition Reactions of Alkenes
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The double bond in a simple, unconjugated alkene is a region of high electron density that can act as a weak base or a nucleophile. The filled π orbital (HOMO) of the double bond can interact with the empty LUMO of an electrophile. A bonding interaction occurs when the electrophile attacks between the two carbons; the electrophile then accepts a pair of electrons from the π bond and undergoes addition across the double bond, yielding a single product.
Addition and elimination...
Addition and elimination...
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Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
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Introduction
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.
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.
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Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
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Introduction
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.
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.
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Electrophilic Addition to Alkynes: Halogenation
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Introduction
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 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.
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Alkynes to Carboxylic Acids: Oxidative Cleavage
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Alkynes undergo oxidative cleavage in the presence of oxidizing reagents like potassium permanganate and ozone. The triple bond — one σ bond and two π bonds — is completely cleaved, and the alkyne is oxidized to carboxylic acids. When warm and basic aqueous potassium permanganate is used as an oxidizing agent, alkynes are first converted to carboxylate salts via an unstable α-diketone intermediate. Further, a mild acid treatment protonates the carboxylate anions...
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