Domino twofold Heck 6π electrocyclization and regioselective palladium(0) catalyzed reactions of brominated indoles furans naphthoquinone and 2 4 5 6 tetrachloropyrimidine I have synthesized functionalized carbazoles and benzofurans based on domino twofold Heck 6pi electrocyclization reactions. Functionalized anthraquinones fluorenones and benzocoumarines were also prepared by this methodology. Regioselctive Suzuki Miyaura cross coupling reactions of 2 4 5 6 tetrachloropyrimidine and 2 3 4 5 tetrabromofuran provided an expedient synthesis of mono di tri and tetraaryl pyrimidines and di and tetraarylfurans.