Journal of Fluorine Chemistry p. 540 - 544 (2007)
Update date:2022-08-04
Topics:
Yang, Xianjin
Yuan, Wenjiao
Gu, Song
Yang, Xueyan
Xiao, Fanhua
Shen, Quanshen
Wu, Fanhong
The free radical additions of fluorine-containing halides to 4-pentenamides initiated by Na2S2O4 were investigated. Both polyfluoroalkyl iodide and ethyl iododifluoroacetate, gave rise to fluorine-containing γ-butyrolactones as the main products while bromides such as ethyl bromodifluoroacetate gave the addition-reduction product. After steric and stereo effects on reaction yields were studied using various substrates, it was concluded that the reactions of 4-pentenamides and polyfluoroalkyl iodides provide one alternative approach to prepare γ-butyrolactones with fluorinated side chains.
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