Morio Yonekawa

Intramolecular 1,3-Dipolar Cycloaddition of Nitrile N-Oxide Accompanied by Dearomatization

Intramolecular 1,3-dipolar cycloaddition of 2-phenoxybenzonitrile N-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 cis-adduct as a single isomer. The substituents on the benzene rings markedly affected the reaction rate, yield, and structure of the final product.

Polymer nitrile N-oxides directed toward catalyst- and solvent-free click grafting

A general method for the one-pot synthesis of stable polymer nitrile N-oxides was developed by a combination of 1,1-diphenylnitroethene with a living anionic polymer. The polymer nitrile N-oxide served as a facile and effective grafting tool for use with polymers containing unsaturated bonds in a catalyst-free and solvent-free [2+3] cycloaddition.