Quinoline-Fused Lactones via Tandem Oxidation Cyclization: Metal-Free sp3 C-H Functionalization

J Org Chem. 2021 Jan 1;86(1):538-546. doi: 10.1021/acs.joc.0c02238. Epub 2020 Dec 8.

Abstract

A unique lactonization of 2-methyl-3-acyl-4-phenylquinolines using PhIO as the oxidant and selectfluor as an additive is reported. The reaction occurs under ambient conditions through tandem oxidation and cyclization of sp3 C-H bonds under metal-free conditions. The heterocycle-fused lactones are obtained in moderate to good yield.