Reactions of polyfluoroalkanethioamides with tris(diethylamino)phosphine

Structure of reaction products obtained from tris(diethylamino)phosphine with N,Ndialkylpolyfluoroalkanethioamides depends on the length of the polyfluoroalkyl substituent in the latter. In the case of morpholides of perfluorothiopropionic and perfluorothiobutyric acids the main reaction products are fluoro-containing aminoacetylenes: 4-(perfluoroalkan-1-yn-1-yl)morpholines, and also tris(diethylamino)phosphine sulfide and tris(diethylamino)difluorophosphorane. From morpholides or piperidides of ω-H-perfluorothiovaleric acid with a longer perfluoroalkyl substituents amides of cis- and trans-perfluoropent-2-enethiocarboxylic acids were obtained.