Scalable Synthesis of 1,5-Diazabicyclo[3.1.0]hexanes Using N-Chlorosuccinimide as Chlorinating Agent.

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-27 DOI:10.1021/acs.orglett.5c01440

Ekaterina E Vinogradova,Leonid L Fershtat

引用次数: 0

Abstract

An optimized synthetic approach toward the assembly of 1,5-diazabicyclo[3.1.0]hexanes (bicyclic diaziridines) was developed. This protocol involves the utilization of N-chlorosuccinimide as a convenient and easy-to-handle chlorinating agent, which in combination with carbonyl compounds and 1,3-diaminopropane enables a preparation of a wide set of target diaziridines. High yields, structural diversity and scalability demonstrate the broad applicability of this procedure for further investigations.

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以n -氯琥珀酰亚胺为氯化剂可扩展合成1,5-重氮杂环[3.1.0]己烷。

建立了1,5-二氮杂环[3.1.0]己烷（双环二氮杂环）的优化合成方法。该方案涉及利用n -氯丁二酰亚胺作为一种方便和易于处理的氯化剂，它与羰基化合物和1,3-二氨基丙烷结合，可以制备一系列广泛的目标二氮嘧啶。高产量、结构多样性和可扩展性证明了该方法在进一步研究中的广泛适用性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.