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

Chemical Communications Pub Date: 2015-07-03 DOI: 10.1039/C5CC04934B

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.

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