Harnessing In Situ Radical Oxygenation: Copper-Catalyzed Interrupted Azirine–Alkyne Ring-Expansion Reaction for the Synthesis of Pyrrolones,Organic Letters

当前位置： X-MOL 学术 › Org. Lett. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Harnessing In Situ Radical Oxygenation: Copper-Catalyzed Interrupted Azirine–Alkyne Ring-Expansion Reaction for the Synthesis of Pyrrolones
Organic Letters ( IF 4.9 ) Pub Date : 2021-05-19 , DOI: 10.1021/acs.orglett.1c01162
Chandragiri Sujatha ₁ , Madhu Nallagangula ₁ , Kayambu Namitharan _{1,

2}

Affiliation

Here we report a novel interrupted azirine–alkyne ring-expansion reaction with molecular oxygen for the direct synthesis of highly functionalized pyrrolones enabled by copper catalysis. Mechanistic investigations indicate that the present three-component reaction proceeds via two copper-catalyzed sequential reactions, an azirine-ring-opening alkynylation and an amine-directed radical oxygenation, leading to the formation of interesting pyrrolone structures under mild conditions.

中文翻译：

利用原位自由基氧化：用于合成吡咯酮的铜催化间断氮-炔环膨胀反应

在这里，我们报告了一种新型的中断式氮丙啶-炔烃扩环反应，用于通过铜催化直接合成高度官能化的吡咯酮。机理研究表明，目前的三组分反应通过两个铜催化的连续反应、氮杂环开环炔基化和胺导向的自由基氧化进行，导致在温和条件下形成有趣的吡咯酮结构。

更新日期：2021-06-04

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南