Issue 1, 2025

Ring expansion of 3-hydroxyoxindoles to 4-quinolones via palladium-catalyzed C–C(acyl) bond cleavage

Abstract

We report herein the construction of 4-quinolones via palladium-catalyzed regioselective β-acyl elimination of 3-hydroxyoxindoles and a subsequent Camps cyclization process. This protocol is highly efficient and various 4-quinolone derivatives are obtained in high yields. The construction of the core skeleton of the 4-quinolone antibiotics demonstrated the synthetic utility of this method.

Graphical abstract: Ring expansion of 3-hydroxyoxindoles to 4-quinolones via palladium-catalyzed C–C(acyl) bond cleavage

Supplementary files

Article information

Article type
Communication
Submitted
16 Oct 2024
Accepted
20 Nov 2024
First published
21 Nov 2024

Chem. Commun., 2025,61, 109-112

Ring expansion of 3-hydroxyoxindoles to 4-quinolones via palladium-catalyzed C–C(acyl) bond cleavage

Z. Huang, Z. Ruan, H. Xu and H. Dai, Chem. Commun., 2025, 61, 109 DOI: 10.1039/D4CC05369A

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