SYNTHESIS OF BICYCLIC NITROGEN-COMPOUNDS VIA TANDEM INTRAMOLECULAR HECK CYCLIZATION AND SUBSEQUENT TRAPPING OF INTERMEDIATE PI-ALLYLPALLADIUM COMPLEXES

Intramolecular palladium-mediated three-component cyclizations of subs trates containing vinyl halide, olefin, and sulfonamide moieties to ge nerate a diverse group of nitrogen heterocycles have been developed. T he methodology has been applied to construction of both fused and brid ged bicyclic systems. The strategy can also be used for spirocyclizati ons. This chemistry involves regiospecific generation of pi-allylpalla dium complexes via Heck reactions of vinyl halides and simple olefins, followed by nucleophilic addition of sulfonamide anions to these inte rmediates.