Transition Metal-Free Intermolecular C(sp2)-H Direct Amination of Furanones via a Redox Pathway

被引：3
|
作者：
Wei, Qiang [1 ]
Wang, Junfeng [2 ,3 ]
Akam, Eman A. [3 ]
Yin, Dawei [1 ]
Ge, Zemei [1 ]
Cheng, Tieming [1 ]
Wang, Xin [1 ]
Brownell, Anna-Liisa [2 ]
Li, Runtao [1 ]
机构：
[1] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] Harvard Med Sch, Massachusetts Gen Hosp, Dept Radiol, Gordon Ctr Med Imaging, Charlestown, MA 02129 USA
[3] Harvard Med Sch, Massachusetts Gen Hosp, Dept Radiol, Martinos Ctr Biomed Imaging, Charlestown, MA 02129 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 03期
关键词：
ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; ACIDS; CATALYST; FACILE; ARENES; ROUTE;
D O I：
10.1021/acs.joc.8b02760
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A direct C(sp(2))-H amination of 2-furanones under metal-free conditions was realized. This unprecedented intermolecular C-H to C-N conversion provides rapid access to 4-amino-furanone derivatives and novel aza-heterocycle fused furanone skeletons. A redox mechanism based on a double-Michael-addition intermediate INT2 is proposed and detected by spectrometry.
引用
收藏
页码：1310 / 1319
页数：10
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