School of Chemistry and Chemical Engineering, Chongqing University, 174 Shazheng Street, Chongqing, P. R. China 400030.
College of Chemistry, Jilin University, Changchun, P. R. China 130012.
Org Lett. 2023 Mar 10;25(9):1514-1518. doi: 10.1021/acs.orglett.3c00304. Epub 2023 Feb 28.
Two sets of cascade processes have been realized, both of which were initiated with a benzyne insertion into the Se═O bond. The key factors to differentiate these processes are based on the structures of diaryl selenium oxides and reaction conditions. When diaryl selenium oxides containing an weak σ-electron-withdrawing group were used, triarylselenonium salts were obtained at room temperature, while -(aryloxy)phenyl phenyl selanes could be produced from diaryl selenium oxides at 100 °C.
已经实现了两组级联过程,它们都是由苯炔插入 Se═O 键引发的。区分这些过程的关键因素取决于二芳基硒氧化物的结构和反应条件。当使用含有较弱 σ-吸电子基团的二芳基硒氧化物时,在室温下可以得到三芳基硒翁盐,而在 100°C 下可以从二芳基硒氧化物得到 -(芳氧基)苯基苯基硒烷。