1,4,2-Diazaphospholidine-3,5-diones的合成使用Na(OCP) 作为"P"源
Yao Chai1, Ya-Ling Tian1, Wen-Bo Xu1
1Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China.
The Journal of organic chemistry
|December 13, 2024
概括
研究人员开发了一种新的安全方法,使用酸 (Na(OCP)) 合成1,4,2-diazaphospholidine-3,5-dione衍生物. 这种高效,无催化剂的过程在温和条件下产生各种各样的化合物.
科学领域:
- 有机化学 有机化学
- 有机化学化学 有机化学
- 合成化学 合成化学
背景情况:
- 1,4,2-diazaphospholidine-3,5-dione衍生物是重要的异环化合物.
- 现有的合成方法可能涉及危险的试剂或恶劣的条件.
研究的目的:
- 开发一种精制和高效的合成1,4,2-diazaphospholidine-3,5-dione衍生物.
- 探索使用酸 (Na(OCP)) 作为安全的源.
- 阐明反应机制,包括关键的中间体和转化.
主要方法:
- 在酸酸 (Na(OCP)) 和各种异酸盐之间发生循环反应.
- 反应条件的优化,重点关注无催化剂和温和参数.
- 使用标准分析技术对合成产品进行表征.
- 密度函数理论 (DFT) 计算来研究反应路径.
主要成果:
- 成功合成了各种1,4,2-diazaphospholidine-3,5-dione衍生物,产量很高.
- 证明Na ((OCP) 是用于有机合成的稳定和安全试剂.
- 确定消除一氧化碳作为反应机制的关键步骤.
- 在温和,无催化剂条件下确认有效反应.
结论:
- 已经建立了一种新的,高效和安全的合成途径,以获得1,4,2-diazaphospholidine-3,5-dione衍生物.
- 酸 (Na(OCP)) 是这种转化的一种可行且有利的源.
- 涉及二氧化碳消除的反应机制是众所周知的,为进一步的合成开发提供了宝贵的见解.
相关概念视频
Diazonium Group Substitution: –OH and –H
2.7K
Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
2.7K
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
3.7K
Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic solution, the nitrous acid undergoes protonation when it loses water to form a nitrosonium ion—an electrophile. Nitrous acid reacts with primary amines to give diazonium salts. The reaction is called diazotization of primary amines.
3.7K
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...
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 Synthesis
3.8K
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...
3.8K
Preparation of Nitriles
2.0K
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2.0K
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
3.2K
Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa value of 3.37 ionizes in water to give a nitrite ion and the hydronium ion.
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
3.2K


