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Chem Commun (Camb). 2015 Aug 18;51(64):12775-8. doi: 10.1039/c5cc04934b.

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

Chemical communications (Cambridge, England)

Tong-Xin Liu, Jinliang Ma, Di Chao, Pengling Zhang, Qingfeng Liu, Lei Shi, Zhiguo Zhang, Guisheng Zhang

Affiliations

  1. Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. China. [email protected] [email protected].

PMID: 26165985 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.

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