The design of more efficient methodologies in heterocycle synthesis is of paramount importance as a result of increasing demand for fine chemical production with minimal environmental impact. The Lautens group's work on alkyne and alkene functionalization through the rhodium-catalyzed arylation reaction has led to the development of several concise syntheses of polycyclic compounds. A synthesis of dihydroquinolines through a two-metal/two-ligand catalytic system is disclosed, including the optimization and exploration of the scope as well as the challenges of combining two transition metal-mediated processes into a tandem reaction. Additionally, mechanistic investigations of the intricate metal-ligand interactions and their effects on the overall reactivity of the catalyst system are discussed. Application of this reactivity to other heterocycles, such as dibenzoxipins and dibenzazepins is also touched upon.

Synthesis of fused heterocycles and carbocycles through rhodium-catalyzed alkyne arylation and cyclization

243rd National Meeting (2012)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.