Radical C−H Bond Oxidation Initiated Intramolecular Cyclization of Glycine Esters: Construction of Dihydroquinoline Skeletons | Zendy

Chen Qian | Zendy; Zhang Shuwei | Zendy; Zhang Ting | Zendy; He Kaixuan | Zendy; Yuan Yu | Zendy; Jia Xiaodong | Zendy

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Radical C−H Bond Oxidation Initiated Intramolecular Cyclization of Glycine Esters: Construction of Dihydroquinoline Skeletons

Author(s) -

Chen Qian,

Zhang Shuwei,

Zhang Ting,

He Kaixuan,

Yuan Yu,

Jia Xiaodong

Publication year - 2019

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201800596

Subject(s) - chemistry , intramolecular force , glycine , salt (chemistry) , radical , radical cyclization , medicinal chemistry , nitrogen , stereochemistry , organic chemistry , polymer chemistry , amino acid , biochemistry

An efficient construction of dihydroquinoline derivatives was realized through radical cation salt‐initiated C−H bond oxidation of unsaturated glycine esters. In the presence of dioxygen, the sp 3 C−H bond adjacent to nitrogen was oxidized, followed by cascade cyclization, affording the desired dihydroquinoline products. The mechanistic investigation revealed that a radical intermediate was involved in this reaction.

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