An Efficient Synthesis of 1,8-dioxo-Octahydro-Xanthene Derivatives Containing Chromone Moiety

1,8-dioxo-octahydro Xanthenes are known as biologically active heterocyclic skeleton with extended activities. The suitable method for the synthesis of these compounds is the reaction between benzaldehyde derivatives and 1,3-dione in acid. There are different reaction media and catalyst for the synthesis of these compounds.1-3 3-Formyl chromone is a heterocyclic compound with 3 positions for nucleophilic addition and was used in different multicomponent reactions in our research group. Herein, we wish to report the synthesis of 1,8-dioxo-octahydro xanthene derivatives through the reaction of 3- formyl chromone and two equivalent1,3-dione in water in the presence of diammonium hydrogen phosphate. The intermediate was separated and heated in water in the presence of catalytic amount of paratoluene sulfonic acid led to the desired 1,8-dioxo-octahydroxanthenes contained chromone skeleton. The structure of the products was confirmed based on 1H 13C NMR spectroscopy, HR-MS and also X-ray crystallographic data. Due to the existence of chromone skeleton in the structure of the product, the product has a high potential for further reaction. The work for further reactions is in progress in our laboratory.