Department of Chemistry, Tianjin Key Laboratory of Molecular Optoelectronic Sciences, and Tianjin Collaborative Innovation Center of Chemical Science & Engineering , Tianjin University , Tianjin 300072 , P. R. of China.
Joint School of NUS & TJU , International Campus of Tianjin University , Fuzhou 350207 , P. R. of China.
Org Lett. 2019 Dec 20;21(24):9884-9888. doi: 10.1021/acs.orglett.9b03800. Epub 2019 Dec 6.
Here we report a Ag-catalyzed [3 + 2] cycloaddition reaction between aryl diazonium salts and Seyferth-Gilbert reagent in a regioselective manner. This operationally simple transformation proceeds in an atom-economical way under mild reaction conditions, providing facile access to a broad set of phosphonylated tetrazoles. The synthetic utility of this method is further showcased by a straightforward procedure from upstream aromatic amines, denitrogenation transformations, and preparation of a phosphonylated drug scaffold.
在这里，我们报告了一种 Ag 催化的芳基重氮盐和 Seyferth-Gilbert 试剂之间的 [3 + 2] 环加成反应，具有区域选择性。这种操作简单的转化在温和的反应条件下以原子经济性的方式进行，为广泛的膦酰化四唑类化合物提供了简便的途径。该方法的合成实用性进一步通过从上游芳基胺、脱氮转化和制备膦酰化药物支架的直接程序得到展示。
