甲基化物的化激素催化
1Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University , Beijing 10084, China.
Journal of the American Chemical Society
|December 21, 2016
概括
一种新的胺催化方法使得 haloarenes 的无过渡金属化成为可能. 在温和的条件下,这种反应有效地从易于获得的原料中产生酸.
科学领域:
- 有机化学
- 催化剂
- 合成方法
背景情况:
- 在有机合成中,Haloarene的功能化至关重要.
- 传统的化方法通常需要过渡金属催化剂.
- 开发无金属替代品是非常可取的.
研究的目的:
- 开发一种新的胺催化,无过渡金属的化反应.
- 为了实现和基的选择性交叉合.
- 为了生产有价值的酸化合物.
主要方法:
- 使用素作为化反应的催化剂.
- 采用基于基的交叉合机制,涉及和稳定基.
- 在温和条件下进行反应.
主要成果:
- 成功开发了一个没有过渡金属的化.
- 实现了具有广泛基质范围的甲酸合成.
- 经过证明的操作简单性和克尺度合成能力.
结论:
- 开发的胺催化反应提供了一种高效和温和的甲酸反应途径.
- 这种方法为传统的过渡金属催化化提供了有价值的替代品.
- 反应的简单性和可扩展性使其对合成应用具有吸引力.
相关概念视频
Nucleophilic Aromatic Substitution: Elimination–Addition
5.3K
Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is...
5.3K
Radical Substitution: Allylic Bromination
6.8K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
6.8K
Radical Anti-Markovnikov Addition to Alkenes: Overview
4.3K
The addition of hydrogen bromide to alkenes in the presence of hydroperoxides or peroxides proceeds via an anti-Markovnikov pathway and yields alkyl bromides.
4.3K
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride
2.3K
Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...
2.3K
Electrophilic Addition to Alkynes: Halogenation
10.3K
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.
10.3K
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
2.9K
Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
2.9K
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)

