A New Mild Method for the C-Acylation of Ketone Enolates. A Convenient Synthesis of β-Keto-Esters, -Thionoesters, and -Thioesters

Abstract

A new method for ketone enolate C-acylation is described which utilizes alkyl pentafluorophenylcarbonates, thiocarbonates, and thionocarbonates as the reactive acylating agents, and MgBr(2)·Et(2)O, DMAP, and i-Pr(2)NEt as the reagents for enolization. A wide range of ketones have been observed to undergo clean C-acylation via this protocol.