Novel phenanthro [9, 10-d] pyrimidines and phenanthro [9, 10-d][1, 2] oxazoles are regioselectively prepared by the application of a straightforward synthetic pathway, starting from new o, o′-dihalogenated and non-halogenated 4, 5-diarylpyrimidines and 4, 5- diarylisoxazoles, respectively, prepared via a tandem amine exchange/heterocyclization of diarylenaminones. A comparative study of biaryl coupling methodologies provides two ...