期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 10, 页码 5274-5284出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00578
关键词
-
资金
- Russian Science Foundation [14-50-00126]
A new highly efficient method for the synthesis of 2-fluoro-2-nitrostyrenes was described. Radical nitration of readily available 2-bromo-2-fluorostyrenes with Fe(NO3)(3)center dot 9H(2)O resulted in the formation of the corresponding alpha-fluoro-nitroalkenes in isolated yields up to 92%. The reaction proceeded as a nitration-debromination sequence to highly stereoselectively give alpha-fluoro-nitroalkenes as Z-isomers only. The broad scope of this method was demonstrated. Prepared monofluorinated alkenes were shown to be versatile building blocks for the synthesis of various fluorinated products.
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