title: From propargylamides to oxazole derivatives: NIS-mediated cyclization and further oxidation by dioxygen.
abstract: NIS-mediated iodocyclization of N-sulfonyl propargylamides for the synthesis of various oxazolidines and iodoalkylidenedihydrooxazoles via a 5-exo-dig process is developed. The resulting iodoalkylidenedihydrooxazoles can be further transformed into the corresponding oxazoles in the presence of dioxygen.
authors.affiliation: Dalian Institute of Chemical Physics, Chinese Academy of Sciences , 457 Zhongshan Road, Dalian 116023, People's Republic of China.
authors.forename: Yancheng
authors.initials: Y
authors.lastname: Hu
authors.forename: Ruxia
authors.initials: R
authors.lastname: Yi
authors.forename: Chunxiang
authors.initials: C
authors.lastname: Wang
authors.forename: Xiaoyi
authors.initials: X
authors.lastname: Xin
authors.forename: Fan
authors.initials: F
authors.lastname: Wu
authors.forename: Boshun
authors.initials: B
authors.lastname: Wan
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry*; D013388:Succinimides / Q000737:chemistry*
chemical_list: D010080:Oxazoles; D013388:Succinimides; C008155:N-iodosuccinimide; D010293:Pargyline; D010100:Oxygen