Acid-catalyzed oxidative cleavage of S–S and Se–Se bonds with DEAD: efficient access to sulfides and selenides. Issue 24 (15th November 2018)

• Record Type: Journal Article
• Authors: An, Rui; Liao, Lihao; Liu, Xiang; Song, Shuqin; Zhao, Xiaodan
• Is Part Of: Organic chemistry frontiers. Volume 5:Issue 24(2018)
• Page Start: 3557
• Page End: 3561
• Publication Date: 2018-11-15
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c8qo00909k
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An acid/DEAD system for 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 give chalcogenides. Abstract : 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.