Metal-free chemoselective hydrogenation of unsaturated carbon-carbon bonds via cathodic reduction

被引:41
|
作者
Qin, Yongwei [1 ]
Lu, Jingjun [1 ]
Zou, Zirong [1 ]
Hong, Huanliang [1 ]
Li, Yamei [1 ]
Li, Yibiao [1 ]
Chen, Lu [1 ]
Hu, Jinhui [1 ]
Huang, Yubing [1 ]
机构
[1] Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen 529090, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 14期
关键词
CATALYZED CONJUGATE REDUCTION; N-HETEROCYCLIC CARBENE; ELECTROREDUCTIVE CYCLIZATION; KETONES; IRON; COMPLEXES; HYDRIDES; ALKYNES; AMINES; ALKENE;
D O I
10.1039/d0qo00547a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward protocol for efficient and highly selective hydrogenation of unsaturated carbon-carbon bondsviaelectrochemical reduction has been reported. A series of chain alkanes and carbonyl compounds are produced under metal-free and external-reductant-free electrolytic conditions. Scale-up experiments have exhibited the potential applications of this protocol in practical synthesis. Deuterium-labelling experiments demonstrate that both DMSO and H2O in the reaction system can provide hydrogen atoms for the reaction.
引用
收藏
页码:1817 / 1822
页数:6
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