Tetrahedron Letters p. 677 - 680 (1988)
Update date:2022-07-30
Topics: Oxidation Regioselectivity TLC (thin-layer chromatography) NMR (nuclear magnetic resonance) Workup Solvent Effects Catalysis Quenching Electrophilic Aromatic Substitution Stoichiometry Quinone Phenolic Compounds Radical mechanism Side Products Reaction yield
Pelter, Andrew
Elgendy, Said
(Diacetoxyiodo)benzene oxidises quinols and extended quinols to the corresponding quinones smoothly and in high yield.Excess of the reagent in methanol with monohydric phenols directly yields p-quinone ketals, also in good yields. 4-Alkyl and 4-alkoxyphenols give the corresponding 4-alkyl-4-methoxycyclohexadienones and 4-alkoxy-4-methoxycyclohexadienones.
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(2009)
