A palladium-catalyzed decarboxylative (5 + 5) cyclization reaction of vinyloxazolidine-2,4-diones: access to ten-membered N,O-containing heterocycles

Abstract

This study describes a palladium-catalyzed decarboxylative (5 + 5) cyclization reaction of vinyloxazolidine-2,4-diones. The cyclization between aza-π-allylpalladium and oxa-π-allylpalladium intermediates, both in situ generated from vinyloxazolidine-2,4-diones, is successfully realized to produce a series of ten-membered N,O-containing heterocycles in up to 90% yield. This work represents a pioneering application of vinyloxazolidine-2,4-diones as oxa-π-allylpalladium species precursors for the construction of heterocyclic compounds.