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One-Pot Synthesis of 2,5-Diaryl 1,3,4-Oxadiazoles via Di-tert-butyl Peroxide Promoted N-Acylation of Aryl Tetrazoles with Aldehydes

Liang Wang*, Jing Cao, Qun Chen and Mingyang He*

*School of Petrochemical Engineering and Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Changzhou University, Changzhou, 213164, P. R. China, Email: lwcczu126.com, hemingyangjpuyahoo.com

L. Wang, J. Cao, Q. Chen, M. He, J. Org. Chem., 2015, 80, 4743-4748.

DOI: 10.1021/acs.joc.5b00207 (free Supporting Information)


 
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Abstract

A radical-promoted cross-dehydrogenative coupling strategy enables a metal- and base-free one-pot synthesis of 2,5-diaryl 1,3,4-oxadiazoles via N-acylation of aryl tetrazoles with aryl aldehydes, followed by thermal rearrangement. A broad range of aryl tetrazoles and aryl aldehydes deliver the corresponding products in good yields.

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Key Words

1,3,4-Oxadiazoles, Di-tert-butyl-peroxide


ID: J42-Y2015