Acid-catalyzed oxidative cleavage of S–S and Se–Se bonds with DEAD: efficient access to sulfides and selenides
Congratulations! The publication of our group in Org. Chem. Front."" has been published recently (Rui An, Lihao Liao, Xiang Liu, Shuqin Song, and Xiaodan Zhao* Org. Chem. Front., 2018, 5, 3557-3561).
An acid/DEAD system for efficient oxidative cleavage of S–S and Se–Se bonds to generate chalcogenium ions has been developed. These ions could be captured by nucleophile-tethered alkenes and nucleophilic aryl reagents such as arylboronic acids and arenes to afford diverse chalcogenides. Mechanistic studies revealed that an N-sulfenylhydrazine intermediate was involved in the transformations.
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