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

页码：3889 / 3895

页数：7

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