The longer wavelength emissions of 2-(4-fluorophenylamino)-5-(2,4-dihydroxybenzeno)-1,3,4-thiadiazole (FABT) and 2-phenylamino-5-(2-hydroxybenzono)-1,3,4-thiadiazole (PHBT) are due to ESIPT.
Visible-light-mediated formation of tetrahydrobenzofuranone by direct oxidative [3 + 2] cycloaddition via coupling between dimedone and chalcone using eosin-Y as a photoredox catalyst has been reported. The reaction takes place by a radical pathway as evidenced from our experiments and literature. The developed method involves the utilization of visible light photoredox catalysis for the formation of C-C and C-O bond in tetrahydrobenzofuranone in one pot procedure. The present protocol shows significant advantages such as the application of visible light as a clean source of energy, green solvent, mild reaction conditions, cost effectiveness, short reaction time, metal free synthesis, high atom economy, and excellent yield.
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