Perfluoroalkylated Bis(sulfilimine)s and Bis(sulfoximine)s by a Ritter‐Type Reaction. Issue 34 (9th October 2013)

• Record Type: Journal Article
• Authors: Pégot, Bruce; Urban, Céline; Diter, Patrick; Magnier, Emmanuel
• Is Part Of: European journal of organic chemistry. Issue 34(2013)
• Page Start: 7800
• Page End: 7808
• Publication Date: 2013-10-09
• Subjects: Synthetic methods -- Sulfur -- Fluor­ine -- Cyanides -- Ylides; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201301017
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Our synthetic methodology, which was previously developed for the preparation of perfluoroalkyl sulfilimines by a reaction between fluorinated sulfoxides and nitriles, has been successfully extended to dinitriles. According to the reaction conditions, we can preferentially produce a cyano monosulfilimine or a bis(sulfilimine). New cyano thioethers have been synthesized through a rearrangement process. Mono‐ and bis(sulfilimine)s were also oxidized to afford the corresponding sulfoximines, which provide a direct route to potential new ligands for catalysis and new electrophilic perfluoroalkylating reagents. Abstract : Our synthetic methodology, which was previously developed for the preparation of perfluoroalkyl sulfilimines through a reaction between fluorinated sulfoxides and nitriles, has been successfully extended to dinitriles.