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The cycloaddition reaction of non-stabilized azomethine ylides towards (E)-3-arylidene-4- flavanone, (E)-3- arylidene-4-chromanone and (E)-2-arylidene-1-tetralone as dipolarophiles has been investigated. High degree of regioselectivity has been observed in the synthesis of a new class of functionalised dispiroheterocyclic compound containing dispiro pyrrolo-isoquinoline and acenaphthequinone framework.