Synthesis of polysubstituted 5-trifluoromethyl isoxazoles via denitrogenative cyclization of vinyl azides with trifluoroacetic anhydride,Organic Chemistry Frontiers

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Synthesis of polysubstituted 5-trifluoromethyl isoxazoles via denitrogenative cyclization of vinyl azides with trifluoroacetic anhydride
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2020-06-08 , DOI: 10.1039/d0qo00243g
Wei Wu _{1,

2,

3,

4,

5} , Qiaoling Chen _{1,

2,

3,

4,

5} , Yishi Tian _{1,

2,

3,

4,

5} , Yihui Xu _{1,

2,

3,

4,

5} , Yangjie Huang _{1,

2,

3,

4,

5} , Yi You _{1,

2,

3,

4,

5} , Zhiqiang Weng _{1,

2,

3,

4,

5}

Affiliation

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.

中文翻译：

乙烯基叠氮化物与三氟乙酸酐的脱氮环合反应合成多取代的5-三氟甲基异恶唑

我们描述了在NEt ₃存在下，通过用三氟乙酸酐对叠氮化物进行脱氮环合反应来合成5-（三氟甲基）异恶唑的一般方法。该方案的范围进一步扩展到全氟烷基化异恶唑的合成。该反应使得可以容易地合成具有各种乙烯基叠氮化物的结构多样的5-（全氟烷基）异恶唑衍生物。

更新日期：2020-07-14

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