可见光诱导的N-阿尼林与4-基butan-2-one的基化
Liya Jiang1, Ling Ni2, Xinyue Tang2
1School of Pharmaceutical Sciences, Nanjing Tech University Nanjing 211816 China huangfei0208@yeah.net.
RSC advances
|May 2, 2024
概括
一种新的可见光方法通过使用4-基butan-2-one的anilines的N-化合成氨基. 这种无金属和无带的方法对于氨基合成是可扩展的.
科学领域:
- 有机化学 有机化学
- 摄影化学的使用.
- 合成方法论 合成方法论
背景情况:
- 在有机化学中,通过N-化合成氨基的作用至关重要.
- 传统的N-化方法通常需要恶劣的条件,金属或有毒试剂.
- 开发可持续和高效的氨基合成方法是一个持续的挑战.
研究的目的:
- 开发一种新的,不含金属和无体的战略,用于氨酸的N-化.
- 为了利用可见光光电还原催化剂用于氨基合成.
- 为了证明开发的N-化方法的可扩展性.
主要方法:
- 使用可见光辐射启动N-化反应.
- 在化 (NH4Br) 的存在下,氨酸衍生物与4-基butan-2-one发生反应.
- 反应是在温和的条件下进行的,避免使用外部金属,基或连接物.
主要成果:
- 该研究成功地实现了在可见光照射下使用4-基butan-2-one对anilines的N-化.
- 在NH4Br的存在下,反应有效地进行,作为催化剂或促进剂.
- 克尺度实验证实了合成过程的可行性和扩大规模的潜力.
结论:
- 已经开发出一种可持续且高效的可见光诱导的anilin的N-化.
- 该方法通过消除金属,基和配体,为传统的N-化技术提供了更绿色的替代方案.
- 证明的可扩展性表明在合成有价值的氨基化合物中的实际应用.
更多相关视频
相关概念视频
Nitriles to Amines: LiAlH4 Reduction
3.4K
Nitriles are reduced to amines in the presence of strong reducing agents like lithium aluminum hydride through a typical nucleophilic acyl substitution. The reaction requires two equivalents of the reducing agent. The reducing agent acts as a source of hydride ions.
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
3.4K
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
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
6.0K
All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
6.0K
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
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
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...
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


