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Sulfimine‐Promoted Fast O Transfer: One–step Synthesis of Sulfoximine from Sulfide
Author(s) -
Xie Yongtao,
Zhou Biying,
Zhou Sha,
Zhou Shaa,
Wei Wei,
Liu Jingbo,
Zhan Yizhou,
Cheng Dandan,
Chen Minggui,
Li Yuxin,
Wang Baolei,
Xue Xiaosong,
Li Zhengming
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700132
Subject(s) - electrophile , chemistry , sulfide , combinatorial chemistry , substrate (aquarium) , ammonia , ligand (biochemistry) , organic chemistry , catalysis , biochemistry , oceanography , receptor , geology
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.