N-triazinylammonium tetrafluoroborates. N-三胺四甲酸. 三胺四甲酸. 三胺四甲酸. 三胺四甲酸. 三胺四甲酸. 一代新一代高效的合试剂,可用于合成
Zbigniew J Kamiński1, Beata Kolesińska, Justyna Kolesińska
1Institute of Organic Chemistry, Łódź University of Technology, Poland. kaminsz@mail.p.lodz.pl
Journal of the American Chemical Society
|December 1, 2005
概括
一种基于三酸的新型合试剂 (TBCR) 使用"超活性"概念被开发出来. 这种新的试剂有效合成和,在速度和纯度方面超过现有方法.
科学领域:
- 有机化学 有机化学
- 类化学 类化学
- 合成化学 合成化学
背景情况:
- 基于triazine的合试剂 (TBCR) 对于合成至关重要.
- "超活性"的概念为新试剂提供了一个合理的设计方法.
研究的目的:
- 开发基于"超活性"概念的新一代TBCR.
- 评估新型试剂在各种合成应用中的效率和多功能性.
主要方法:
- 合成的4-(4,6-二甲基-1,3,5-三-2-) -4 - - 甲基摩尔福利四重.
- 用X射线衍射进行结构确认.
- 在合成 (SPPS),碎片凝聚,循环化和化中的应用.
主要成果:
- 新的TBCR已成功合成并进行结构性表征.
- 高产量 (80-100%) 和酶体纯度在二合成中得到了实现.
- 该试剂在速度和产品纯度方面表现出优异的性能,与SPPS中的TBTU,HATU和PyBOP相比.
- 还实现了和环的高效合成.
结论:
- 新一代TBCRs通过"超活性"概念设计,具有高效和多功能.
- 这项研究证实了这一观点.
- 超活性"概念用于设计新型合试剂.
相关概念视频
Preparation of Amines: Reductive Amination of Aldehydes and Ketones
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, using selective reducing agents like sodium cyanoborohydride or sodium triacetoxyborohydride. Reductive amination produces different degrees of substitution of amines depending on the starting amine substrate.
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
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 water loss...
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 water loss...
Diazonium Group Substitution: –OH and –H
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.
Nomenclature of Secondary and Tertiary Amines
The secondary and tertiary amines are derivatives of ammonia, where two and three of its hydrogens are replaced by alkyl groups, respectively. Secondary and tertiary amines can be symmetrical with identical alkyl groups attached to the nitrogen atom or unsymmetrical when more than one type of alkyl group is present. The standard nomenclature of secondary and tertiary amines is similar to the names given to the primary amines. They are generally named alkylamines. As depicted in Figure 1, for...
Preparation of 1° Amines: Gabriel Synthesis
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...


