通过高效的转化来构建非对称氨基乙的一般构造
Ziwei Li1,2, Zeng Hong1,2, Chao Qian1,2
1College of Chemical and Biological Engineering, Zhejiang Provincial Key Laboratory of Advanced Chemical Engineering Manufacture Technology, Zhejiang University, 310027, Hangzhou, P. R. China.
Chemistry (Weinheim an der Bergstrasse, Germany)
|December 12, 2023
概括
一种新方法通过反应蒸和转化合成不对称的氨基乙烯. 硫酸盐中间体使选择性反应成为可能,为传统方法提供了更清洁,高产的替代方案.
科学领域:
- 有机化学 有机化学
- 化学工程是化学工程的重要组成部分.
背景情况:
- 合成非对称氨基乙烯的传统方法往往缺乏选择性,需要严苛的条件.
- 开发高效和选择性的合成路径对于获取有价值的化学中间体至关重要.
研究的目的:
- 报告一种新的,干净的,高效的方法来制备不对称的氨基乙烯.
- 阐明硫酸盐中间体在合成过程中实现高选择性的作用.
主要方法:
- 通过反应蒸制备三级氨基醇硫化中间体.
- 这些中间体的转化产生不对称的氨基乙烯.
- 实验验证和密度函数理论 (DFT) 计算,以了解反应机制.
主要成果:
- 这种新的方法成功地产生了不对称的氨基乙烯以良好的产量.
- 硫酸盐组被确定为高度选择性单化的关键组.
- 在温和的条件下,该过程表明对各种功能组的耐受性.
结论:
- 报告的方法为非对称的氨基乙烯合成提供了比传统工艺更好的替代方案.
- 这种方法提供了一个更清洁,更有效的路线,具有广泛的功能组兼容性.
相关概念视频
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Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
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.
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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The Hofmann and Curtius rearrangement reactions can be applied to synthesize primary amines from carboxylic acid derivatives such as amides and acyl azides. In the Hofmann rearrangement, a primary amide undergoes deprotonation in the presence of a base, followed by halogenation to generate an N-haloamide. A second proton abstraction produces a stabilized anionic species, which rearranges to an isocyanate intermediate via an alkyl group migration from the carbonyl carbon to the neighboring...
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In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.
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Overview
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
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Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
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Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
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