Synthesis of 1,3-Dicarbonyl Compounds using N-Cbz Amides as an Acyl Source under Transition-metal-free Conditions at Room Temperature

Abstract

A wide range of functionalized N-Cbz amides underwent base-promoted C−C coupling reactions with enolizable esters, ketones and amides to afford 1,3-dicarbonyl compounds under mild conditions. The reactions proceeded at room temperature in the presence of LiHMDS in cyclopentyl methyl ether (CPME). The desired β-ketoesters, β-keto amides and 1,3-diketones were obtained in good to excellent yields in a short reaction time. Broad substrate scope, functional group tolerance and metal-free conditions are the merits of the developed methodology. © 2022 Wiley-VCH GmbH.