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Updated: Jul 7, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
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Published on: August 22, 2018

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通过使用三乙烯胺从伊米因和酸盐中合成新型cis-2-Azetidinones

Handan Can Sakarya1, Aslı Ketrez2

  • 1Department of Chemistry, Faculty of Arts and Science, Eskişehir Osmangazi University, 26480 Eskişehir. handansakarya26@gmail.com.

Acta chimica Slovenica
|December 21, 2023
PubMed
概括

这项研究利用Schiff基和乙烯化物之间的Staudinger反应合成了新型cis-2-azetidinone立体异构体. 由此产生的化合物使用各种分析和光谱方法进行了表征,确认了它们的结构和纯度.

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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...
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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.
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