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Electrochemical Migratory Cyclization of N-Acylsulfonamides.

Zhaojiang ShiYuanyuan LiNan LiWei-Zhen WangHao-Kuan LuHong YanYaofeng YuanJun ZhuKe-Yin Ye
Published in: Angewandte Chemie (International ed. in English) (2022)
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.
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