K2S2O8-Mediated Radical Cyclization of 1,6-Enyne for the Synthesis of Diiodonated γ-Lactams

J Org Chem. 2023 Feb 17;88(4):2393-2403. doi: 10.1021/acs.joc.2c02818. Epub 2023 Jan 30.

Abstract

A novel and convenient K2S2O8-mediated diiodo cyclization of 1,6-enynes for the facile synthesis of functionalized γ-lactam derivatives has been developed. This reaction features mild and transition-metal-free conditions, which offer a green and efficient entry to synthetically important γ-lactam scaffolds. Mechanistic studies suggest that iodide radicals initiate the cascade cyclic transformation.