Fluorinated nucleogenic phenyl cations and nuclear-chemical route to previously unknown heterocyclic derivatives

Abstract

A new reactive species, fluorinated phenyl cation generated by β-decay of tritium in difluoroditritiobenzene, was used for introducing fluorinated phenyl fragment into organic compounds. Studies of ion–molecule reactions have shown that, similarly to the unsubstituted nucleogenic phenyl cation, p-difluorophenyl cation directly phenylates the N atom in the heterocyclic ring of quinoline. The nuclear-chemical method allows not only generation of nucleogenic species of various structures, but also one-step synthesis of previously unknown and difficultly accessible heterocyclic derivatives labeled with tritium.