A palladium-catalyzed direct α-heteroarylation of ketones was studied in this project in order to synthesize heteroaryl isoflavanone analogs as aromatase inhibitors. The major challenges for palladium-catalyzed α-heteroarylation of ketones includes catalyst poisoning heteroatoms and multiheteroarylation side products. A combination of different precatalysts/catalysts, ligands and bases was investigated to search for an efficient catalytic system. The reaction conditions were further optimized under microwave irradiation. The optimized condition was used to synthesize over two dozens of heteroaryl isoflavanone compounds. Utilizing NMR technique to monitor the reaction progress, several experiments were carried out to study the reaction mechanisms.

Palladium-catalyzed direct α-heteroarylation of ketones: Reaction condition optimization

255th National Meeting (2018)

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