Which of the reaction is not possible ?

Vinyl and aryl halides can't be used as the halide component because they do not form carbocations readily; -NH2, -NHR and -NR2 groups react with Lewis acids used in Friedel- Crafts reaction to form electron-withdrawing groups, which deactivate the benzene nucleus for electrophilic substitution.On the same reason, presence of electron-withdrawing group like  −NO2,−NH3,  −CF,  −COOH, −COR,  −SO3H,  etc.,make the benzene ring less prone to Friedel-Crafts reaction.