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.
Lautens
Mark
M
Davenport Research Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6. mlautens@chem.utoronto.ca
Tayama
Eiji
E
Herse
Christelle
C