Synthesis and Cavity Size Effect of Pd-Containing Macrocycle Catalyst for Efficient Intramolecular Hydroamination of Allylurethane

Abstract

Palladium-containing macrocycle catalysts (<b>PdMCs</b>) with different ring sizes ranging from 24 to 30 members were synthesized. The intramolecular hydroamination of an allylurethane (<b>AU</b>) catalyzed by <b>PdMCs</b> proceeded efficiently to afford the corresponding oxazolidinone (<b>OZ</b>) in 95% isolated yield. The dependence of the hydroamination of <b>AU</b> to <b>OZ</b> on the cavity size indicated that the reaction rate was clearly controlled by both substrate uptake and product release steps