a] Keywords: Polycycles / Fluorescence / Microwave chemistry / UV/Vis spectroscopy / Photochromism A series of rosamine fluorophores was obtained by reaction of the appropriate benzaldehyde and 3-(diethylamino)phenol followed by an oxidation step. Both conventional heating and microwave irradiation methods were utilized, and higher yields in a remarkably shorter period of time (10 min) were achieved by using the microwave irradiation protocol under closed vessel conditions (80 °C). The nitro-substituted ros-amine was further converted into the corresponding amino derivative through Pd/C-catalysed hydrogenation. The syn-thetic protocol used for rosamines was also successfully em-ployed to synthesise naphthyl analogues by using 1-and 2-naphthaldehyde. In the latter case, a novel hydroxy analogue was also obtained as a minor product. The photophysical