PARTIALLY FLUORINATED HETEROCYCLIC COMPOUNDS. PART 19. THE FORMATION OF FISCHER INDOLE PRODUCTS FROM A SERIES OF HYDRAZONES DERIVED FROM PENTAFLUOROPHENYLHYDRAZINE AND 1,3,4,5,6,7,8-HEPTAFLUORO-2-NAPHTHYLHYDRAZINE. THE SURPRISING LOSS OF o-FLUORINE

Article abstract of DOI:10.1016/S0022-1139(00)85121-0

The pentafluorophenyl and 1,3,4,5,6,7,8-heptafluoro-2-naphthylhydrazones of a variety of aldehydes and ketones give 4,5,6,7-tetrafluoroindole and 4,5,6,7,8,9-hexafluorobenzindole derivatives when heated under reflux in tetralin.These products are typic