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

Chem Commun (Camb). 2024 Dec 17;61(1):109-112. doi: 10.1039/d4cc05369a.

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.