Electrochemical Migratory Cyclization of N-Acylsulfonamides

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.

Automated summary

This study reports a facile electrochemical migratory cyclization of N-acylsulfonamides for the synthesis of a diverse array of benzoxathiazine dioxides. The inclusion of electrochemistry is crucial for realizing this novel transformation, as confirmed by both experiments and density-functional-theory calculations.