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."Acid-catalyzed oxidative cleavage of S–S and Se–Se bonds with DEAD: efficient access to sulfides and selenides" 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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