Palladium-catalyzed intramolecular coupling between aryl iodides and allyl moieties via thermal and microwave-assisted conditions.

Palladium-catalyzed intramolecular cross-coupling reactions between aryl iodides and allyl moieties were successfully demonstrated in the presence of palladium catalyst, tri-o-tolylphosphine, a tertiary amine, and water. Several kinds of trans-2,4-disubstituted 1,2,3,4-tetrahydroquinolines were synthesized in 73-88% yields with excellent diastereoselectivities. This method was further applied to a large variety of substrates to form five-, six-, and seven-membered carbo- and heterocycles in good yields, regardless of the ring-containing atom, via microwave-assisted conditions.