A simple method for the synthesis of novel chromene-indanedione derivatives (3) has been developed by the reaction of 2-hydroxychalcones (1) with 1,3-indanedione (2) in reflux toluene under catalyst-free conditions. All the compounds were characterized by means of ¹H NMR, ¹³C NMR, IR and HRMS. This reaction probably underwent a domino Michael addition/cyclization/oxidation process. The UV-Vis spectroscopy indicated that the maximum absorption wavelengths of the products 3a～3h were at the range of 464～482 nm.