The palladium(0)-catalyzed Heck cross-coupling and suzuki-Miyaura reactions of 2,3-dibromo-5-(ethoxycarbonyl)-furan, bis(triflate) of 1,2,3,4-tetrahydro-9,10-dihydroxyanthracen-1-one, and 5,10-dihydroxy-11H-benzo[b]fluoren-11-one, afforded different diarylation compounds. The palladium catalyzed reaction of 2-alkynyl-3-bromothiophenes, 2-alkynyl-3-bromobenzothiophene, 2-alkynyl-3-bromofurans, and 2-alkynyl-3-bromobenzofurans with anilines afforded thienopyrroles, benzothienoquinolines, fuoroquinoline, and benzofuoroquinolines, respectively by a domino C-N coupling / annulations and hydroamination reactions.