Issue 100, 2015
From the journal:

Chemical Communications

A facile synthesis of 2,5-disubstituted oxazoles via a copper-catalyzed cascade reaction of alkenes with azides

Jiu-ling Li,†a   Ying-chun Wang,†ab   Wei-ze Li,a   Heng-shan Wang,*a   Dong-liang Moa  and  Ying-ming Pan*a  

* Corresponding authors

a Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University, Guilin 541004, People's Republic of China
E-mail: whengshan@163.com, panym2013@hotmail.com

b College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, People's Republic of China

Abstract

A novel and efficient approach to the synthesis of 2,5-disubstituted oxazoles is developed via a 1,3-dipolar cycloaddition/ring cleavage/1,2-H migration/denitrogenation/copper-catalyzed aerobic oxidative dehydrogenative cyclization cascade. The desired products can be obtained from readily available aromatic terminal alkenes and azides employing air as the oxidant under mild conditions, and it offers an attractive alternative method for the synthesis of oxazole derivatives.

Graphical abstract: A facile synthesis of 2,5-disubstituted oxazoles via a copper-catalyzed cascade reaction of alkenes with azides

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Article information

DOI
https://doi.org/10.1039/C5CC06487B
Article type
Communication
Submitted
03 Aug 2015
Accepted
13 Oct 2015
First published
16 Oct 2015

Chem. Commun., 2015,51, 17772-17774

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A facile synthesis of 2,5-disubstituted oxazoles via a copper-catalyzed cascade reaction of alkenes with azides

J. Li, Y. Wang, W. Li, H. Wang, D. Mo and Y. Pan, Chem. Commun., 2015, 51, 17772 DOI: 10.1039/C5CC06487B

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