Issue 2, 2025

Visible light-mediated [1 + 2 + 2] cycloaddition reaction of nitroarenes and alkenes

Abstract

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.

Graphical abstract: Visible light-mediated [1 + 2 + 2] cycloaddition reaction of nitroarenes and alkenes

Supplementary files

Article information

Article type
Research Article
Submitted
01 Aug 2024
Accepted
11 Nov 2024
First published
14 Nov 2024

Org. Chem. Front., 2025,12, 636-640

Visible light-mediated [1 + 2 + 2] cycloaddition reaction of nitroarenes and alkenes

M. Li, M. Zhao, X. Zhong, X. Wen, X. Liu, H. Jiang, R. Tan and J. Li, Org. Chem. Front., 2025, 12, 636 DOI: 10.1039/D4QO01418A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements