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Iron(III)/TEMPO-Catalyzed Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles by Oxidative Cyclization under Mild Conditions

Guofu Zhang, Yidong Yu, Yiyong Zhao, Xiaoqiang Xie, Chengrong Ding*

*College of Chemical Engineering and Materials Science and College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China, Email: dingcrzjut.edu.cn

G. Zhang, Y. Yu, Y. Zhao, X. Xie, C. Ding, Synlett, 2017, 28, 1373-1377.

DOI: 10.1055/s-0036-1588747 (free Supporting Information)


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Abstract

A simple and efficient cationic Fe(III)/TEMPO-catalyzed oxidative cyclization of aroyl hydrazones in the presence of oxygen enables the synthesis of 2,5-disubstituted 1,3,4-oxadiazole derivatives in high yields. The reaction offers a broad scope and good functional-group tolerance.


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Key Words

1,3,4-oxadiazoles, oxygen, TEMPO, iron catalysis, cyclization, oxidation, aroyl hydrazones


ID: J60-Y2017