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

Literature Information

Publication Date 2020-06-08
DOI 10.1039/D0QO00243G
Impact Factor 5.281
Authors

Wei Wu, Qiaoling Chen, Yishi Tian, Yihui Xu, Yangjie Huang, Yi You, Zhiqiang Weng


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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.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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