Green Synthesis of Benzopyran-Annulated Thiopyrano[2,3-b]thiochromen-5(4H)-ones by Domino Knoevenagel-Hetero-Diels-Alder Reaction

Benzopyran-annulated thiopyrano[2,3-b] thiochromen-5(4H)-ones have been synthesized by the domino Knoevenagelhetero-Diels-Alder (DKHDA) reaction of 4-hydroxydithiocoumarin with O-allylated salicylaldehyde and O-propargylated salicylaldehyde in aqueous medium. The reaction requires only a single step operation and is highly regio- and stereoselective providing potentially bioactive polycyclic heterocycles in high yields.