Modular Access to Aryl Quinolinyl Ketones via Visible-Light-Induced Palladium-Catalyzed Aldehyde C−H Bond Arylation of Quinoline-8-Carbaldehydes with Arylboronic Acid

Abstract

This article describes the development of a room-temperature visible-light-induced palladium-catalyzed directed aldehyde C−H bond arylation to access aryl quinolinyl ketones. In this pathway, the Pd catalyst plays a dual role by harvesting light as a photocatalyst and catalyzing the chemical transformation via C−H bond activation. This process is general to synthesize a range of aryl quinolinyl ketones and tolerates many common functional groups. Our methodology was successfully applied to synthesize highly potent tubulin polymerization inhibitors.