Palladium‐Catalyzed Iterative C−H Bond Arylations: Synthesis of Medium‐Size Heterocycles with a Bridgehead Nitrogen Atom

Condensed N-heterocycles were prepared by using iterative C−H bond activation reactions catalyzed by palladium. The first step consists of a palladium-catalyzed direct desulfitative C−H bond arylation of brominated N-benzylpyrrole derivatives with benzenesulfonyl chlorides. The presence of the bromine atom allows the formation in the second step of several N-heterocycles with five-, six-, or seven-membered rings by a palladium-catalyzed intramolecular C−H bond arylation.