Copper-Catalyzed Intramolecular Dehydrogenative Aminooxygenation: Direct Access to Formyl-Substituted Aromatic N-Heterocycles

被引：313
|
作者：
Wang, Honggen [1 ]
Wang, Yong [1 ]
Liang, Dongdong [1 ]
Liu, Lanying [1 ]
Zhang, Jiancun [1 ]
Zhu, Qiang [1 ]
机构：
[1] Chinese Acad Sci, Guangzhou Inst Biomed & Hlth, State Key Lab Resp Dis, Guangzhou 510530, Guangdong, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 25期
基金：
美国国家科学基金会;
关键词：
aldehydes; aminooxygenation; dehydrogenation; N-heterocycles; synthetic methods; TETHERED AMINOHYDROXYLATION; SYNTHETIC APPROACH; EFFICIENT ROUTE; IMIDAZOLES; ALKENES;
D O I：
10.1002/anie.201100362
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A direct synthesis of carbaldehydes through intramolecular dehydrogenative aminooxygenation has been developed. The process uses a catalytic amount of copper(II) in DMF or DMA under oxygen and does not require additional oxidants (see scheme). Mechanistic studies suggest that the carbonyl oxygen atom of the aldehyde is derived from oxygen through a copper-mediated oxygen activation process via a peroxy-copper(III) intermediate. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：5677 / 5680
页数：4
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