Electrochemical Migratory Cyclization of <i>N</i>‐Acylsulfonamides
Zhaojiang Shi, Yuanyuan Li, Nan Li, Wei‐Zhen Wang, Hao‐Kuan Lu, Hong Yan, Yaofeng Yuan, Jun Zhu, Ke‐Yin Ye
Abstract
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.
Topics & Concepts
ElectrochemistryChemistryElectrodePhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods