Title Cu-catalyzed oxygenation of alkene-tethered amides with O(2)via unactivated C & xe001;C bond cleavage: a direct approach to cyclic imides
Authors Li, Junhua
Wei, Jialiang
Zhu, Bencong
Wang, Teng
Jiao, Ning
Affiliation Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China
Beihang Univ, Sch Chem, Xue Yuan Rd 38, Beijing 100191, Peoples R China
Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
Issue Date 2019
Publisher CHEMICAL SCIENCE
Abstract The transformations of unactivated alkenes through C & xe001;C bond double cleavage are always attractive but very challenging. We report herein a chemoselective approach to valuable cyclic imides by a novel Cu-catalyzed geminal amino-oxygenation of unactivated C & xe001;C bonds. O-2 was successfully employed as the oxidant as well as the O-source and was incorporated into alkenyl amides via C & xe001;C bond cleavage for the efficient preparation of succinimide or glutarimide derivatives. Moreover, the present strategy under simple conditions can be used in the late-stage modification of biologically active compounds and the synthesis of pharmaceuticals, which demonstrated the potential application.
URI http://hdl.handle.net/20.500.11897/553332
ISSN 2041-6520
DOI 10.1039/c9sc03175h
Indexed SCI(E)
EI
Appears in Collections: 药学院
天然药物与仿生药物国家重点实验室

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