(IPr)CuF-catalyzed α-site regiocontrolled: Trans -hydrofluorination of ynamides

Guohao Zhu, Shineng Qiu, Yang Xi, Yao Ding, Dongming Zhang, Rong Zhang, Guangke He, Hongjun Zhu

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28 引用 (Scopus)

摘要

With Et3N·3HF as the fluorination reagent, (IPr)CuF-catalyzed α-site regiocontrolled trans-hydrofluorination of ynamides has been achieved, affording (Z)-α-fluoroenamides in moderate to excellent yields. It was interesting to note that the regioselectivity of the reaction is reversed to that observed in the (Ph3P)3CuF-catalyzed hydrofluorination of ynamides. Additionally, a variety of different ynamides including oxazolidinonyl-, imidazolyl-, and N-sulfonyl ynamides were suitable for the reaction system and the subsequent oxidation of the fluorinated products enables a convenient synthesis to α-fluoroimides.

源语言英语
页(从-至)7746-7753
页数8
期刊Organic and Biomolecular Chemistry
14
32
DOI
出版状态已出版 - 2016

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