直接催化的Ir (iii) /Ag (i) 化的C-H化与无OH胺作为化剂
Youpeng Zuo1, Meijun Liu1, Jun Du1
1School of Chemistry and Chemical Engineering, Suzhou University Suzhou 234000 P. R. China 812901107@qq.com.
RSC advances
|February 16, 2024
概括
这项研究引入了一种新的催化反应,用于使用稳定的胺进行C-H化. 这种高效的方法可以在不需要外部氧化剂的情况下产生多种不同的N-(2-(1H-pyrazol-1-yl) 胺衍生物.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 合成方法论 合成方法论
背景情况:
- 化C-H是有机合成中至关重要的转化.
- 开发高效和多功能化方法仍然是一个关键的挑战.
- 现有的方法通常需要恶劣的条件或特定的前体.
研究的目的:
- 开发一种新和高效的 ((III) 催化C-H化.
- 使用易于获得和稳定的无OH胺作为新的化源.
- 建立一个简单和经济的协议,用于合成N-(2-(1H-pyrazol-1-yl) 基) 胺衍生物.
主要方法:
- ((III) 催化反应的与OH无胺的反应.
- 探索反应条件以获得最佳效率和功能组耐受性.
- 合成和表征各种N-(2-(1H-pyrazol-1-yl) 基) 胺产品.
- 机理学研究以阐明反应途径.
主要成果:
- 在C-H化反应中获得了高效率和优异的功能组耐受性.
- 证明了该方法的多功能性,具有广泛的aryl OH-free氧胺.
- 成功合成了各种N-(2-(1H-pyrazol-1-yl) 胺衍生物,产量良好至优异.
- 确认转化不需要任何外部氧化剂.
结论:
- 开发的Ir(iii) 催化协议为C-H化提供了一种多功能,高效和经济的途径.
- 使用稳定的无OH胺是一种新且实用的化策略.
- 反应机制可能涉及可逆的C-H键功能化,为未来的催化剂设计提供了洞察力.
相关概念视频
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...
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
Preparation of Amides
3.0K
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.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
3.0K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
7.7K
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.
7.7K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
1.9K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
1.9K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
18.0K
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.
18.0K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
3.3K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
3.3K


