Palladium-catalyzed ring-forming reactions: Methods and applications*
Mark Lautens, Dino Alberico, Cyril Bressy, Yuan-Qing Fang, Brian Mariampillai, and Thorsten Wilhelm
Davenport Laboratories, Chemistry Department, University of Toronto, Toronto, Ontario M5S 3H6, Canada
Abstract: Several Pd-catalyzed cyclization methods were developed, including norbornene-mediated Catellani-type reactions, a Pd-catalyzed coupling reaction of aryl iodides and allyl moieties, and a tandem C-N/C-C coupling of gem-dihalovinyl systems. These ring-forming methods were applied to the synthesis of highly functionalized carbocyclic and heterocyclic compounds. Intermolecular Pd-catalyzed methods for synthesis of highly substituted arene compounds were also developed.
Keywords: palladium; tandem reactions; cyclization; coupling; indole; heterocycles; direct arylation.
*Pure Appl. Chem. 78, 197-523. An issue of reviews and research papers based on lectures presented at the 13th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-13), Geneva, Switzerland, 17-21 July 2005.