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

被引:5
作者
Chen, Qian [1 ]
Zhang, Shuwei [1 ]
Zhang, Ting [1 ]
He, Kaixuan [1 ]
Yuan, Yu [1 ]
Jia, Xiaodong [1 ]
机构
[1] Yangzhou Univ, Sch Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
sp(3) C-H activation; radical cation salt; aerobic oxidation; cyclization; dihydroquinoline; DERIVATIVES; FUNCTIONALIZATION; ANALOGS; PODOPHYLLOTOXIN; ACTIVATION; QUINOLINE;
D O I
10.1002/ajoc.201800596
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:115 / 118
页数:4
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