Palladium-Catalyzed Multicomponent Synthesis of Fully Substituted Alkylidene Furanones

Org Lett. 2020 Sep 4;22(17):7030-7033. doi: 10.1021/acs.orglett.0c02578. Epub 2020 Aug 26.

Abstract

In the presence of a catalytic amount of Pd(OAc)2 and XantPhos, the three-component reaction of ynones, imines, and aryl iodides affords fully substituted alkylidene-furan-3(2H)-ones via a sequence of the Mannich reaction followed by chemo- and regioselective oxypalladation and reductive elimination. One carbon-oxygen and two carbon-carbon bonds are generated to afford the heterocycle in good to excellent yield.