Flavin/I2-Catalyzed Aerobic Oxidative C-H Sulfenylation of Aryl-Fused Cyclic Amines

被引：16
|
作者：
Jiang, Xinpeng [1 ]
Zhao, Zongchen [1 ]
Shen, Zhifeng [1 ]
Chen, Keda [2 ]
Fang, Liyun [1 ]
Yu, Chuanming [1 ]
机构：
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou, Peoples R China
[2] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 25期
基金：
中国国家自然科学基金;
关键词：
Indoles; Nitrogen heterocycles; Oxidation; Sulfenylation; Synthetic methods; CATALYZED REGIOSELECTIVE SULFENYLATION; METAL-FREE; ACCEPTORLESS DEHYDROGENATION; TUBULIN POLYMERIZATION; N-HETEROCYCLES; NITROGEN-HETEROCYCLES; BIOLOGICAL EVALUATION; EFFICIENT CATALYST; POTENT INHIBITORS; ELECTRON-TRANSFER;
D O I：
10.1002/ejoc.202000508
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report an aerobic oxidative C-H sulfenylation of aryl-fused cyclic amines with various thiols catalyzed by flavin/I-2 for the first time. While flavin I catalyzed the C-H sulfenylation of indolines to afford 3-sulfenylindoles, flavin II enabled transformations resulted in substitution at the position para to the N atom on the aryl ring to obtain 6-sulfenylquinolines. The advantages of this metal-free oxidative C-S coupling approach utilizing ambient oxygen as the terminal oxidant were that it was conducted under mild conditions with good atom-efficiency and excellent functional compatibility.
引用
收藏
页码：3889 / 3895
页数：7
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