CuO/I2-mediated intramolecular annulation for the synthesis of 2-aroyl-3-hydroxy-4-iodonaphthalenes†
Abstract
A novel strategy has been developed for the direct synthesis of 2-aroyl-3-hydroxy-4-iodonaphthalenes from easily available (Z)-2-(hetero)arylidene-1-(hetero)arylbutane-1,3-diones in the presence of copper(II) oxide and iodine. This domino process involves consecutive methyl iodination/carbon–carbon double bond isomerization/6π-electrocyclization/aromatization/arene iodination sequences.