α-Alkylation of Ketones with Alkenes Enabled by Photoinduced Activation of Silyl Enol Ethers in the Presence of a Small Amount of Water
Tsubasa Hirata, Yoshihiro Ogasawara, Yasuhiro Yamashita, Shu̅ Kobayashi
Abstract
Under blue-light irradiation conditions with a photocatalyst [1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene], silyl enol ethers reacted with alkenes in the presence of a small amount of water to afford the α-alkylation products in good to high yields. A thiol cocatalyst was found to expand the substrate scope of the reaction.
Topics & Concepts
EnolChemistrySilylationAlkylationSubstrate (aquarium)PhotochemistryScope (computer science)Organic chemistryCatalysisOceanographyGeologyComputer scienceProgramming languageRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods