A convenient synthesis of perfluoroalkynamides

Article abstract of DOI:10.1016/S0022-1139(00)80419-4

Perfluoroalkynamides have been conveniently prepared by the following reaction sequence.Amidomethylenetriphenylphosphoranes (generated from the corresponding bromides and triethylamine) were acylated by the addition of perfluoroalkanoic anhydrides, followed by deprotonation with triethylamine to give the corresponding perfluoroacyl phosphoranes in 63-87percent yield.Pyrolysis of these latter compounds under reduced pressure gave perfluoroalkynamides in 62-95percent yields.The title compounds would be expected to be useful intermediates for the synthesis of fluorine-containing biologically active compounds.