A convenient protocol for the library synthesis of biologically important 1-aryl-2',6-spiro(1',3'-indanedione)-1H-indeno[1,2-b]quinoline-5,7-diones has been developed. In this one-pot reaction protocol a tetrone is condensed with various N-aryl/alkylenamines of 1,3-cyclohexadiones on the surface of a solid-supported acid catalyst silica sulfuric acid under solvent-free condition. The significant advantages of this methodology are the use of solvent-free reaction conditions, operational simplicity of the reaction, good yield of the products with high atom economy, and employment of a recyclable catalyst. All these favorable factors make the present method convenient, economic, and 'benign by design'.