Sulfimine‐Promoted Fast O Transfer: One–step Synthesis of Sulfoximine from Sulfide. Issue 4 (8th February 2017)

• Record Type: Journal Article
• Authors: Xie, Yongtao; Zhou, Biying; Zhou, Sha; Zhou, Shaa; Wei, Wei; Liu, Jingbo; Zhan, Yizhou; Cheng, Dandan; Chen, Minggui; Li, Yuxin; Wang, Baolei; Xue, Xiao‐song; Li, Zhengming
• Is Part Of: ChemistrySelect. Volume 2:Issue 4(2017)
• Page Start: 1620
• Page End: 1624
• Publication Date: 2017-02-08
• Subjects: One-step -- Sulfide -- Sulfimine-promoted -- Sulfoximine -- Synthesis; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201700132
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: Transfer of electrophilic NH to sulfides and a subsequent sulfimine‐promoted fast O transfer have been achieved in a one‐pot process unprecedentedly for the preparation of sulfoximines at ambient temperature under air. The transformations, which are metal‐, ligand‐, base‐, additive‐free, and operationally simple, proceed in just 5 min and furnish NH ‐sulfoximines in good‐to‐excellent yields (up to 99 %) by treatment of sulfides with a combination of PhI(OAc)2 and ammonia source. A variety of commercially available and inexpensive electrophilic nitrogen sources are successfully used in the oxidative sulfide‐to‐sulfoximine conversions. This method features a high efficiency, excellent functional‐group tolerance, and broad substrate scope, which may facilitate its applications in medicinal chemistry area. Abstract : Synthesis of NH ‐sulfoximines from Sulfides by Transfer of Electrophilic NH and O Atom in a very Short Time at Ambient Temperature Under Air with no External Preactivation.