可见光介导的硝基烯烃和烯烃的 [1+2+2] 环加成反应

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-11-14 DOI:10.1039/d4qo01418a

Mengxin Li, Molai Zhao, Xianglin Zhong, Xiaoqing Wen, Xiang-Wei Liu, He Zhong Jiang, Rui Tan, Jiahong Li

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引用次数: 0

摘要

我们报告了一种在温和条件下进行的可见光介导的硝基烯烃与烯烃之间的 [1+2+2] 环加成反应，以合成异噁唑烷。该方法无需光催化剂或过渡金属催化剂。机理研究表明，在光照射下，烯烃与三重态的硝基烯烃相互作用，形成腈酮中间体，作为 C1 源。该中间体与烯烃发生[3+2]环加成反应，生成所需的产物。

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Visible Light-Mediated [1+2+2] Cycloaddition Reaction of Nitroarenes and Alkenes

We report a visible light-mediated [1+2+2] cycloaddition reaction between nitroarenes and alkenes, conducted under mild conditions, to synthesize isoxazolidines. This method operates without photocatalysts or transition metal catalysts. Mechanistic studies suggest that under light irradiation, the alkene interacts with the triplet state nitroarene to form a nitrone intermediate, acting as a C1 source. This intermediate undergoes a [3+2] cycloaddition with the alkene, resulting in the desired product.

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.