With lithium di-isopropylamide in tetrahydrofuran at –70 °C followed by pivaloyl chloride the 2-pivaloylmethyl-3-methoxymethylchromone (1) affords by a novel aromatic substitution the 8-pivaloylchromone (3); lithiation of the 2-(2-furyl)chromone (7) with one mol. Equiv. of the reagent followed by carbonation leads not to monocarboxylic acids but to a 50% yield of the dicarboxylic acid (8).
A. M. B. S. R. C. S. Costa, F. M. Dean, M. A. Jones and D. A. Smith, J. Chem. Soc., Chem. Commun., 1983, 1098 DOI: 10.1039/C39830001098
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