This invention relates to the field of
organic synthesis, specifically to a method for the in-situ reaction of an α-diazoketone with a Wolff rearrangement to generate an
enone,
sodium pentafluorophenolate, and an allyl
halide, yielding a pentafluorophenol ester, a
tertiary carboxylic acid containing a
quaternary carbon center. In this invention, under a
nitrogen atmosphere, α-diazoketone, tetrakis(
triphenylphosphine)
palladium,
sodium pentafluorophenolate, and an allyl
halide are sequentially added to a reaction
solvent. The mixture is stirred at 25°C under 15W blue
LED illumination until the reaction is complete. After
filtration and purification, the pentafluorophenol ester product containing a
quaternary carbon center is obtained. The preparation method of this invention is simple to operate (the reactive
enone participates in the reaction in situ via the Wolff rearrangement), has high
atom economy, mild conditions, and good substrate universality.