Palladium-catalyzed successive C-H bond arylations and annulations toward the pi-extension of selenophene-containing aromatic skeletons

International audience; A modular approach for the synthesis of planar pi-extended selenium containing molecules from selenophene has been developed. Different combinations of Pd-catalyzed desulfitative C-H bond arylations with (2-bromo)arylsulfonyl chlorides and Pd-catalyzed intra- or/and inter-molecular C-H bond arylations with aryl bromides allowed the extension of the selenophene-containing aromatic skeleton at the [b]-, [c]- or [bd]-junctions to give phenanthro[b]selenophenes, phenanthro[c]selenophenes or diphenanthro[bd]selenophenes.