铜催化碳化多元组件基胺的基,用于合成含有CO的γ-基胺,作为甲和碳基来源
Hui-Qing Geng1, Yan-Hua Zhao1, Peng Yang1
1Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a 18059 Rostock Germany xiao-feng.wu@catalysis.de.
Chemical science
|March 15, 2024
概括
这项研究引入了一种铜催化玻利化反应,有效合成复杂的玛-玻利胺. 这种新方法利用两个一氧化碳 (CO) 分子在产品中形成不同的甲和碳基.
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:
- 多成分碳化反应对于合成碳化合物至关重要.
- 控制将多个一氧化碳 (CO) 分子纳入不同的产品功能存在挑战.
- 复杂的胺是有价值的合成标,具有多样化的应用.
研究的目的:
- 为了开发一个高效的铜催化多成分玻利胺反应.
- 从简单的前体合成功能化的玛-玻利胺.
- 为了研究两个CO分子在胺中转化为不同的组.
主要方法:
- 铜催化反应使用基,氨基,双 (B2pin2) 和一氧化碳 (CO).
- 反应条件的优化,以实现高产量和二聚体选择性.
- 探索基质范围,包括各种氨基.
主要成果:
- 成功合成了广泛的功能性玛玻利胺胺.
- 证明了两个CO分子的转化为甲和碳基.
- 取得了良好的产量和出色的二聚体比率.
- 展示了各种氨基的实用性,包括阿里胺,阿利法氨基和它们的化盐.
结论:
- 开发的铜催化玻利胺为复杂的玛-玻利胺提供了一条有效的途径.
- 这种方法可以精确地控制两个CO分子融入目标结构的过程.
- 反应的广泛基质范围和高选择性使其成为合成有机化学中宝贵的工具.
相关概念视频
Aldol Condensation with β-Diesters: Knoevenagel Condensation
3.0K
The Knoevenagel condensation is an aldol-type reaction involving the condensation of aldehydes or ketones with active methylene compounds such as β-diesters to produce substituted olefins.
3.0K
Preparation of Alkynes: Alkylation Reaction
10.1K
Introduction
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.
10.1K
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
2.2K
Carboxylic acids react with diazomethane in an ether solvent via alkylation at the carboxylate oxygen atom to give methyl esters of the corresponding acid with excellent yields.
2.2K
α-Alkylation of Ketones via Enolate Ions
3.1K
Ketones with α protons are deprotonated by strong bases like lithium diisopropylamide (LDA) to form enolate ions. The anion is stabilized by resonance, and its hybrid structure exhibits negative charges on the carbonyl oxygen and the α carbon. This ambident nucleophile can attack an electrophile via two possible sites: the carbonyl oxygen, known as O-attack, or the α carbon, known as C-attack. The nucleophilic attack via the carbanionic site is preferred. This is due to the...
3.1K
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
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
3.7K
By replacing an α-hydrogen with a halogen, acid-catalyzed α-halogenation of aldehydes or ketones yields a monohalogenated product
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
3.7K


