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

Transition Metal-Free Intermolecular C(sp2)-H Direct Amination of Furanones via a Redox Pathway.
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DOI:
10.1021/acs.joc.8b02760
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发表时间:
2019-01
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Q. Wei;Junfeng Wang;E. Akam;Dawei Yin;Z. Ge;T. Cheng;Xin Wang;A. Brownell;Runtao Li
Q. Wei;Junfeng Wang;E. Akam;Dawei Yin;Z. Ge;T. Cheng;Xin Wang;A. Brownell;Runtao Li
中科院分区:
其他
文献类型:
--
作者:
Q. Wei;Junfeng Wang;E. Akam;Dawei Yin;Z. Ge;T. Cheng;Xin Wang;A. Brownell;Runtao Li

文献摘要

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实现了无金属条件下2-呋喃酮的直接C(sp2)-H胺化。这种前所未有的分子间 C-H 到 C-N 转化提供了快速获得 4-氨基-呋喃酮衍生物和新型氮杂杂环稠合呋喃酮骨架的途径。提出了一种基于双迈克尔加成中间体 INT2 的氧化还原机制,并通过光谱法进行了检测。
A direct C(sp2)-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.