B(C6F5)3-Catalyzed Regioselective Deuteration of Electron-Rich Aromatic and Heteroaromatic Compounds

被引：37

作者：

Li, Wu ^{[1
]}

Wang, Ming-Ming ^{[1
]}

Hu, Yuya ^{[1
]}

Werner, Thomas ^{[1
]}

机构：

[1] Univ Rostock, Leibniz Inst Catalysis, Albert Einstein Str 29a, D-18059 Rostock, Germany

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 21期

关键词：

DEUTERIUM EXCHANGE-REACTIONS; METAL-FREE HYDROGENATION; C-H ACTIVATION; CONVENIENT; BONDS; HYDROSILATION; HETEROCYCLES; SILYLATION; COMPLEXES; REDUCTION;

D O I：

10.1021/acs.orglett.7b02701

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Deuterium labeled compounds find widespread application in life science. Herein, the deuteration of electron-rich (hetero)aromatic compounds employing B(C6F5)(3) as the catalyst and D2O as the deuterium source is reported. This protocol is highly efficient, simply manipulated, and successfully applied in the deuteration of 23 substrates including natural neurotransmitter-like melatonin. It is assumed that the weakening of the O-D bond ultimately results in the formation of electrophilic D+.

引用

页码：5768 / 5771

页数：4

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