Issue 8, 2025

Copper-catalysed radical cascade reaction of N-(2-oxo-2-phenylethyl) substituted 2-pyridones with styrene to access 1,6-carboannulated 2-pyridone scaffolds

Abstract

Herein, we present that treating N-(2-oxo-2-phenylethyl) substituted 2-pyridones with styrenes in DMSO/H2O at 120 °C affords 1,6-carboannulated 2-pyridone scaffolds with up to 79% yield. This protocol provides a simple and efficient method for obtaining complicated bicyclic 2-pyridones through a radical cascade reaction. Additionally, we have successfully synthesized 27 target compounds, which confirms the practicality and wide applicability of the proposed reaction.

Graphical abstract: Copper-catalysed radical cascade reaction of N-(2-oxo-2-phenylethyl) substituted 2-pyridones with styrene to access 1,6-carboannulated 2-pyridone scaffolds

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Article information

Article type
Communication
Submitted
04 Dec 2024
Accepted
24 Dec 2024
First published
14 Jan 2025

Org. Biomol. Chem., 2025,23, 1814-1818

Copper-catalysed radical cascade reaction of N-(2-oxo-2-phenylethyl) substituted 2-pyridones with styrene to access 1,6-carboannulated 2-pyridone scaffolds

S. Jin, L. Hao, C. Li, X. Liu, X. Yu, J. Mao, D. Ding and Y. Ji, Org. Biomol. Chem., 2025, 23, 1814 DOI: 10.1039/D4OB01965B

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