title: Copper-Catalyzed Trifluoromethylazidation of Alkynes: Efficient Access to CF3-Substituted Azirines and Aziridines.
abstract: A novel method for convenient access to CF3-containing azirines has been developed, and involves a copper-catalyzed trifluoromethylazidation of alkynes and a photocatalyzed rearrangement. Both terminal and internal alkynes are compatible with the mild reaction conditions, thus delivering the CF3-containing azirines in moderate to good yields. The azirines can be converted into various CF3-substituted aziridines.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China).
authors.forename: Fei
authors.initials: F
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China).|Engineering Research Centre of Pharmaceutical Process, Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237 (China).
authors.forename: Na
authors.initials: N
authors.lastname: Zhu
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China).
authors.forename: Pinhong
authors.initials: P
authors.lastname: Chen
authors.affiliation: Engineering Research Centre of Pharmaceutical Process, Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237 (China).
authors.forename: Jinxing
authors.initials: J
authors.lastname: Ye
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China). gliu@mail.sioc.ac.cn.
authors.forename: Guosheng
authors.initials: G
authors.lastname: Liu
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D001389:Azirines / Q000737:chemistry*; D002384:Catalysis; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry; D003300:Copper / Q000737:chemistry*; D008027:Light
chemical_list: D000480:Alkynes; D001388:Aziridines; D001389:Azirines; D005617:Chlorofluorocarbons, Methane; D003300:Copper; C009554:fluoroform
keywords: alkynes; copper; heterocycles; rearrangements; synthetic methods