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The synthesis of substituted phenols from pyranone precursors
Authors:Laura J. Marshall  Nigel P. Botting
Affiliation:a School of Chemistry, University of St. Andrews, St. Andrews, Fife KY16 9ST, UK
b GSK Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, UK
Abstract:The syntheses of various substituted phenols from pyranone precursors, namely 4H-pyran-4-one, 3-(benzyloxy)-2-methyl-4H-pyran-4-one (benzyl-maltol), 2,6-dimethyl-4H-pyran-4-one and diethyl 4-oxo-4H-pyran-2,6-dicarboxylate (diethyl chelidonate) are presented. A variety of pronucleophiles were used in combination with tert-butanol as solvent and potassium tert-butoxide as base, using conventional heating methods and microwave conditions.
Keywords:Phenol   Pyranone   Maltol   2,6-Dimethylpyranone   Chelidonic acid   Pronucleophile   Isotopes
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