AgNO₂-mediated cleavage of the N–N bond of sulfonylhydrazones and oxygen transfer: access to fulleroisoxazolines via radical cyclization with [60]fullerene

Abstract

An unprecedented AgNO2-mediated novel transformation of sulfonylhydrazones with [60]fullerene to various fulleroisoxazolines has been developed. The new chemistry of sulfonylhydrazones involving the cleavage of the N-N bond in synthetic application is first disclosed. Silver nitrite acts as the reaction initiator and the oxygen source in this unique transformation. This reaction is easy to perform, and exhibits a remarkably wide substrate scope under mild conditions.