Issue 14, 2020
From the journal:

Organic Chemistry Frontiers

Synthesis of polysubstituted 5-trifluoromethyl isoxazoles via denitrogenative cyclization of vinyl azides with trifluoroacetic anhydride†

Wei Wu,a   Qiaoling Chen,‡a   Yishi Tian,‡a   Yihui Xu,‡a   Yangjie Huang,*a   Yi You*a  and  Zhiqiang Weng ORCID logo *a  

* Corresponding authors

a State Key Laboratory of Photocatalysis on Energy and Environment, and Key Laboratory of Molecule Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou, China
E-mail: 373564427@qq.com, youyi@fzu.edu.cn, zweng@fzu.edu.cn
Tel: +86 591 22866234

Abstract

We describe a general method for the synthesis of 5-(trifluoromethyl)isoxazoles by denitrogenative cyclization of vinyl azides with trifluoroacetic anhydride in the presence of NEt3. The scope of this protocol was further extended to the synthesis of perfluoroalkylated isoxazoles. This reaction allows facile synthesis of structurally diverse 5-(perfluoroalkyl)isoxazole derivatives with various vinyl azides.

Graphical abstract: Synthesis of polysubstituted 5-trifluoromethyl isoxazoles via denitrogenative cyclization of vinyl azides with trifluoroacetic anhydride

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Article information

DOI
https://doi.org/10.1039/D0QO00243G
Article type
Research Article
Submitted
24 Feb 2020
Accepted
05 Jun 2020
First published
08 Jun 2020

Org. Chem. Front., 2020,7, 1878-1883

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Synthesis of polysubstituted 5-trifluoromethyl isoxazoles via denitrogenative cyclization of vinyl azides with trifluoroacetic anhydride

W. Wu, Q. Chen, Y. Tian, Y. Xu, Y. Huang, Y. You and Z. Weng, Org. Chem. Front., 2020, 7, 1878 DOI: 10.1039/D0QO00243G

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