Abstract Palladium (0)-catalyzed intramolecular cross coupling of bromodialkenylamines, bromoalkenylalkenamides and bromodialkenyl ethers followed by in situ [4+ 2] cycloaddition with suitable dienophiles gave tetrahydroisoindolines (31− 73% yield), tetrahydroisoindolin- 1-ones (43− 51%) and hexahydrobenzo [c] furans (35− 55%), and hexahydro-1H-[2] pyrindines (66− 75%), respectively, each in one-pot operations.