Cu(I)- or Ag(I)-Catalyzed Regio- and Stereocontrolled trans-Hydrofluorination of Ynamides
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- 作者：Guangke He ; Shineng Qiu ; Hai Huang ; Guohao Zhu ; Dongming Zhang ; Rong Zhang ; Hongjun Zhu
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：April 15, 2016
- 年：2016
- 卷：18
- 期：8
- 页码：1856-1859
- 全文大小：436K
- 年卷期：0
- ISSN：1523-7052
文摘
With Et3N·3HF as the fluorinating reagent, a copper(I)- or silver(I)-catalyzed β/α-site-regiocontrolled trans-hydrofluorination of alkynamides has been achieved, affording the corresponding fluoro enamides in moderate to nearly quantitative yields with high regio- and stereoselectivity, respectively. The reaction proceeds under mild reaction conditions and exhibits good functional group tolerance. Further, the deuterium-labeling experiment confirmed the existence of the alkenylcopper intermediate.