串联重氮化/环化方法合成融合的 1,2,3 三嗪酮-呋喃/呋喃杂环系统

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Beilstein Journal of Organic Chemistry Pub Date : 2024-09-16 DOI:10.3762/bjoc.20.200

Yuri A. Sidunets, Valeriya G. Melekhina, Leonid L. Fershtat

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引用次数: 0

摘要

摘要开发了一种用于合成以前未知的[1,2,5]噁二唑并[3,4-d][1,2,3]三嗪-7(6H)-酮杂环系统的直接方案。所述方法基于带有芳香族和脂肪族取代基的 (1,2,5-oxadiazolyl)carboxamide 衍生物的串联重氮化/偶氮偶联反应。此外，还对合成的呋喃并[3,4-d][1,2,3]三嗪-7(6H)-酮的 NO 供体能力进行了评估。所阐述的方法提供了获得新型氮杂环化合物的途径，这些化合物具有作为候选药物或功能有机材料恒温组分的潜在应用价值。Chem.2024, 20, 2342–2348. doi:10.3762/bjoc.20.200

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Tandem diazotization/cyclization approach for the synthesis of a fused 1,2,3-triazinone-furazan/furoxan heterocyclic system

Abstract

A straightforward protocol for the synthesis of a previously unknown [1,2,5]oxadiazolo[3,4-d][1,2,3]triazin-7(6H)-one heterocyclic system was developed. The described approach is based on tandem diazotization/azo coupling reactions of (1,2,5-oxadiazolyl)carboxamide derivatives bearing both aromatic and aliphatic substituents. The NO-donor ability of the synthesized furoxano[3,4-d][1,2,3]triazin-7(6H)-ones was additionally evaluated. The elaborated method provides access to novel nitrogen heterocyclic compounds with potential applications as drug candidates or thermostable components of functional organic materials.

Beilstein J. Org. Chem. 2024, 20, 2342–2348. doi:10.3762/bjoc.20.200

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来源期刊

Beilstein Journal of Organic Chemistry 化学-有机化学

CiteScore

4.90

自引率

3.70%

发文量

167

审稿时长

1.4 months

期刊介绍： The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.