Photoredox catalyzed three-component tandem cyclization of 1,5-dienes with α-keto acids and water to access pyrrolidinones

Abstract

This article reports a synthesis of hydroxyacylation substituted pyrrolidinone derivatives through regioselective tandem cyclization reaction of 1,5-dienes with phenylglyoxylic acid and water under visible light irradiation. This protocol features mild reaction conditions using a 12 W blue LED as the light source and CH3CN/H2O (1 : 1) as the solvent at room temperature. Additionally, a range of pyrrolidinones bearing two chiral centers can be easily accessed by this strategy, with the yields up to 78%, which makes the protocol more appealing toward natural product and medicinal chemistry development.

Graphical abstract: Photoredox catalyzed three-component tandem cyclization of 1,5-dienes with α-keto acids and water to access pyrrolidinones

Supplementary files

Article information

Article type
Communication
Submitted
04 Mar 2025
Accepted
17 May 2025
First published
23 May 2025

Chem. Commun., 2025, Advance Article

Photoredox catalyzed three-component tandem cyclization of 1,5-dienes with α-keto acids and water to access pyrrolidinones

K. Sui, S. Jiang, Y. Leng, Y. Wu and Y. Wu, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC01171J

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