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

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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


Submitted
24 Feb 2020
Accepted
05 Jun 2020
First published
08 Jun 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

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, Advance Article , DOI: 10.1039/D0QO00243G

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