Intramolecular 1,3-Dipolar Cycloaddition of Nitrile <i>N</i>-Oxide Accompanied by Dearomatization

Intramolecular 1,3-dipolar cycloaddition of 2-phenoxybenzonitrile <i>N</i>-oxides to benzene rings, accompanied by dearomatization, formed the corresponding isoxazolines in high yields. The X-ray single-crystal structure analysis revealed that the reaction formed the <i>cis</i>-adduct as a single isomer. The substituents on the benzene rings markedly affected the reaction rate, yield, and structure of the final product

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

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