Selective hydrodechlorination of fluorinated arylamines
- 作者：Selivanova ; Galina A. ; Gurskaya ; Larisa Yu. ; Pokrovskii ; Leonid M. ; Kollegov ; Vitaliy F. ; et. al.
- 关键词：Reductive hydrodechlorination ; Zinc ; Aqueous ammonia ; Polyfluorinated arylamines ; Aminopyridines
- 刊名：Journal of Fluorine Chemistry
- 出版年：2004
- 期刊代码：52_00221139
- 类别：ch
- 出版时间：December, 2004
- 卷：125
- 期：12
- 页码：1829-1834
- 文件大小：137 K
摘要
Chlorine-containing polyfluorinated anilines and meta-phenylenediamines undergo selective hydrodechlorination easily upon reduction by zinc in aqueous ammonia. A new approach is thus provided to synthetically valuable, partially fluorinated arylamines based on utilizing polyfluorochloroarenes, which are available as intermediates of perfluoroarene production from perchloroarenes. When chlorine atoms are present in positions both ortho and para to the amino group, para chlorine is initially eliminated. Based on this reaction, a one-pot synthesis of partially fluorinated 4-aminopyridines from 3,5-dichlorotrifluoro- and 3-chlorotetrafluoropyridine has been realized.