Simple and efficient route for the synthesis of functionalized 2,3,7,8-tetrahydro-4H,6H-pyrano[3,2-g]chromene-4,6-diones

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A novel series of spiro[chromene-2,1'-cyclohexan]-4(3H)-one derivatives containing either a chalcone or flavanone fragment in their molecules was synthesized. 2'-Hydroxychalcones, containing a spirochromanone moiety, underwent cyclocondensation with formation of a condensed pyran ring. The catalytic efficiency of TFA in the chalcone–flavanone transformation has been demonstrated. The structures of the compounds have been established on the basis of elemental analysis and standard spectroscopic data. The synthesized compounds were tested for their antibacterial and antifungal activities.