α-Fluorotricarbonyl Derivatives as Versatile Fluorinated Building Blocks: Synthesis of Fluoroacetophenone, Fluoroketo Ester and Fluoropyran-4-one Derivatives

Abstract

Fluorinated acyl-Meldrum's acid derivatives were synthesized by electrophilic fluorination of appropriate phenacyl Meldrum's acid substrates using Selectfluor. Reactions with water, ethanol, Grignard, and alkynyllithium reagents gave rise to the corresponding fluoro-acetophenone, –1,3-keto ester, –1,3-diketone and -pyran-4-one products respectively from the same selectively fluorinated scaffold in one-step procedures.