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相关概念视频

Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

2.7K
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
2.7K
Base-Promoted α-Halogenation of Aldehydes and Ketones00:51

Base-Promoted α-Halogenation of Aldehydes and Ketones

3.4K
α-Halogenation of aldehydes and ketones is a reaction involving the substitution of α hydrogens with halogens in the presence of a base.  The reaction begins with the abstraction of  α hydrogen by the base to produce a nucleophilic enolate ion. This intermediate undergoes a subsequent nucleophilic substitution with the halogen to produce a monohalogenated carbonyl compound. If the starting substrate has more than one α hydrogen, it is difficult to stop the reaction...
3.4K
Preparation of Amines: Alkylation of Ammonia and Amines01:30

Preparation of Amines: Alkylation of Ammonia and Amines

3.3K
Alkylation is one of the methods used to prepare amines. Direct alkylation of ammonia or a primary amine with an alkyl halide gives polyalkylated amines along with a quaternary ammonium salt through successive SN2 reactions. This process of making the quaternary salt through the direct alkylation method is called exhaustive alkylation.
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
3.3K
Preparation of 1° Amines: Gabriel Synthesis01:28

Preparation of 1° Amines: Gabriel Synthesis

3.5K
Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
3.5K
Preparation of 1° Amines: Azide Synthesis01:22

Preparation of 1° Amines: Azide Synthesis

3.9K
Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
3.9K
Electrophilic Addition to Alkynes: Halogenation02:38

Electrophilic Addition to Alkynes: Halogenation

8.2K
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.
8.2K

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相关实验视频

Updated: Jun 15, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis

Published on: February 16, 2020

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氨基氨基化使用由素转移启用的蛋白氨基.

Joshua T Gavin1, Lars W Anderson1, Courtney C Roberts1

  • 1Department of Chemistry, University of Minnesota─Twin Cities, Minneapolis, Minnesota 55455, United States.

Organic letters
|August 28, 2024
PubMed
概括

这项研究引入了一种使用素转移试剂和氨酸的新方法来实现氨酸失能. 这种方法克服了以前方法的局限性,使N-异环基架的有效氨基化成为可能.

科学领域:

  • 有机化学 有机化学
  • 合成方法论 合成方法论

背景情况:

  • 二功能化是合成有机化学的一个关键领域.
  • 当前的阿里因失能化方法的一个显著局限性是,它需要具有质子源的核友.
  • 开发新的策略来克服这一局限性对于扩大烯化学的范围至关重要.

研究的目的:

  • 开发一种用于氨基化二功能的新方法.
  • 为了使氨酸二功能化反应中能够使用蛋白胺.
  • 为了证明开发方法对各种N-异环基架的广泛适用性.

主要方法:

  • 使用素转移试剂与蛋白氨酸和氨酸一起使用.
  • 采用一系列N-异环基架用于功能失调反应.
  • 合成产品的表征和通过衍生证明它们的合成实用性.

主要成果:

  • 通过使用protic amines成功实现了氨基化二功能化.
  • 对于所需的非功能化产品,获得的产量高达86%.
  • 证明了该方法在各种N-异环氨基基基底的有效性.

结论:

  • 开发的方法有效地克服了在aryne功能失调中的质子源的限制.

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Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
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Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
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Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
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  • 这个新协议为合成含有N-异环基因的复杂分子提供了有价值的工具.
  • 产品的合成效用通过随后的衍生反应得到证实.