A highly efficient, three-component one-pot and L-proline catalyzed Knoevenagel condensation reaction of substituted-2-phenoxyquinoline-3-carbaldehyde, 1,3-cyclohexanedione/dimedone or ammonium acetate is described. These reactions afford unexpected products of xanthene and acridine based quinolones in ethanol with good yields. All these isolated products are characterised by spectroscopic and analytical data. © 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim