Electrochemical Migratory Cyclization of N-acylsulfonamides
Submitted by Jun Zhu on Tue, 05/24/2022 - 22:33
Zhaojiang Shi, Yuanyuan Li, Nan Li, Wei-Zhen Wang, Hao-Kuan Lu, Hong Yan, Yaofeng Yuan, Jun Zhu, Keyin Ye
Angew. Chem. Int. Ed.
Benzoxathiazine dioxide, as a bioisostere of the clinically widely used diazoxide, exhibits interesting biological activity. However, limited success has been achieved in terms of its concise and direct synthesis. We report herein a facile electrochemical migratory cyclization of N -acylsulfonamides to access a diverse array of benzoxathiazine dioxides. The inclusion of electrochemistry is crucial for realizing such a novel transformation, which is substantiated both by the experiments and density-functional-theory calculations.