Metal-Free Oxidation/C(sp3)-H Functionalization of Unactivated Alkynes Using Pyridine-N-Oxide as the External Oxidant

被引:137
作者
Chen, Dian-Feng [1 ,2 ]
Han, Zhi-Yong [1 ,2 ]
He, Yu-Ping [1 ,2 ]
Yu, Jie [1 ,2 ]
Gong, Liu-Zhu [1 ,2 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
基金
中国博士后科学基金;
关键词
Bronsted acid; C-H functionalization; hydride transfer; metal-free reactions; oxidation; H BOND FUNCTIONALIZATION; CATALYZED CYCLOISOMERIZATION; ASYMMETRIC-SYNTHESIS; HYDROGEN SHIFT; GOLD; PLATINUM; CIS-3-EN-1-YNES; DERIVATIVES; ALKYLATION; ETHERS;
D O I
10.1002/anie.201205062
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Externally yours: 2,3-Dihydroquinolin-4(1H)-ones are obtained in moderate to good yields (40-84 %, see scheme) in a metal-free oxidation/C(sp 3)iH functionalization of unactivated aryl alkynes. 2,6-Dichloropyridine-N-oxide is used as an external oxidant. In the reaction, a Brønsted acid, not a metal, plays a key role in the triple CiC bond activation. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:12307 / 12310
页数:4
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