Cycloaddition of C60 fullerene to stable 2-RSO2-benzonitrile oxides

Article abstract of DOI:10.1007/BF02495359

The interaction of stable 2-RSO₂-benzonitrile oxides 1a-c (R = Ph, Bu¹, or PhMeN) with C₆₀ fullerene proceeds at the double (6,6)-bond of fullerene as the [3+2] cycloaddition to form the corresponding isoxazolines 2a-c. The molecular structure of compound 2b was established by X-ray structural analysis. The interaction of C₆₀ fullerene with 2-(5-methyl-4-nitrothiophene)carbonitrile sulfide, which was obtained by thermolysis of 5-(5′-methyl-4′-nitro-2′-thienyl)-1,3,4-oxathiazol-2-one, affords only unstable products.