1,4-恶嗪酮前体合成2-氮杂蒽醌。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-07-08 DOI:10.1021/acs.joc.5c00881

L. C. Thompson, and , Jonathan R. Scheerer*,

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引用次数: 0

摘要

介绍了以1,4-恶嗪酮为前体合成2-氮杂蒽醌结构的方法。报道了一种合成1,4-恶嗪酮的新方法。该研究的关键发现是通过串联环加成/环还原和原位氧化，将恶嗪酮和醌的原料反应生成恶嗪酮产品。对恶氮酮前体的反应性和选择性的了解，以及对新的生物活性2-氮杂蒽醌的描述，进一步补充了本研究。

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Synthesis of 2-Azaanthraquinones from 1,4-Oxazinone Precursors

The synthesis of 2-azaanthraquinone structures from 1,4-oxazinone precursors is described. A new method for the synthesis of 1,4-oxazinones is also reported. The key discovery is the reaction of oxazinone and quinone starting materials through a tandem cycloaddition/cycloreversion sequence and in situ oxidation to deliver azaquinone products. Insights into the reactivity and selectivity of oxazinone precursors, as well as the description of new biologically active 2-azaanthraquinones further supplement this study.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.