乙-1,4-二皮瑞丁:用于有机合成的通用乙化试剂
Karthikeyan Manoharan1, Bartosz Bieszczad1,2
1Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Belfield, D04 V1W8 Dublin, Ireland.
Molecules (Basel, Switzerland)
|August 29, 2024
概括
乙-1,4-二甲是有机合成的多功能试剂. 这些NADH仿生物作为电子减电剂和基源,使轻度和可持续的化学转化.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 激进化学 激进化学是什么
背景情况:
- 乙-1,4-二甲是新的NADH仿生剂.
- 它们既可以作为单电子还原剂,也可以作为基源.
- 它们的稳定性简化了处理和储存.
研究的目的:
- 审查在有机合成中使用乙-1,4-二胺的应用.
- 为了强调它们作为基前体的实用性.
- 讨论它们自2019年以来在各种有机转变中的作用.
主要方法:
- 通过光化学,热或电化学方法激活.
- 作为各种有机反应中的激素来源的应用.
- 在天然产品和API的后期功能化中使用.
主要成果:
- 在添加乙烯基基于氨酸,氨酸和胺氨酸的成功应用.
- 在功能化复杂分子方面已证明有用.
- 使用绿色溶剂,空气和阳光实现的温和反应条件.
结论:
- 乙-1,4-二甲是产生乙基的高效和多功能试剂.
- 这些试剂能够在温和,无催化剂条件下实现可持续的有机合成.
- 它们的广泛适用性使得它们成为合成化学家的宝贵工具.
相关概念视频
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Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction requires two equivalents of amines. The first amine molecule functions as a nucleophile and attacks the carbonyl carbon to produce a tetrahedral intermediate. This is followed by the loss of the leaving group and restoration of the C=O bond.
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Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
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The acidic strength of hydrocarbons follows the order: Alkynes > Alkenes > Alkanes. The strength of an acid is commonly expressed in units of pKa — the lower the pKa, the stronger the acid. Among the hydrocarbons, terminal alkynes have lower pKa values and are, therefore, more acidic. For example, the pKa values for ethane, ethene, and acetylene are 51, 44, and 25, respectively, as shown here.
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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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Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
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Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
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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.
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.
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