Document Type: Regular Paper
3Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran
Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran
Department of Chemistry, Islamic Azad University, Gachsaran, Iran
An efficient synthesis of 1, 8-dioxo-octahydroxanthens and 1, 8-dioxo-decahydroacridines from the reaction of 5,5-dimethyl-1,3-cyclohexanedione (dimedone) with aromatic aldehydes bearing electron-donating or withdrawing substituents either in the presence or absence of primary amines has been described in a single pot using a catalytic amounts of aluminum tris (dodecyl sulfate) trihydrate [Al(DS)3·3H2O] as a Lewis acid-surfactant-combined catalyst. Both reactions occurred at 80 oC. 1, 8-dioxo-octahydroxanthens has been synthesized under solvent-free conditions and water is used as a green solvent for the synthesis of 1, 8-dioxo-decahydroacridines. This methodology offers several advantages such as very simple work-up procedure, short reaction times, and mild reaction conditions.