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Microwave-assisted synthesis of base modified Furo[3,2-c]quinolone nucleosides and insights into their photophysical properties

Year: 2025
Type: article
Abstract: A green, catalyst free, one-pot, gram scale microwave-assisted synthesis of fluorescent furo [3,2- c ]quinolone nucleoside analogues has been successfully developed using 2-Me-THF as a greener solvent . This method, employing 3′,5′-di- O -acetyl-5-formyl-2′-deoxyuridine, alkyl isocyanides , and differently substituted 4-hydroxyquinolones, achieved product yield up to 92 %, which offers high atom economy, reduced reaction time and simple work-up procedure. The products were fully characterized by spectroscopic techniques and single crystal X-ray analysis with DFT analysis conforming the electronic structures. Fluorescence studies revealed strong emission (∼450 nm), large Stokes shifts (59–98 nm), and high quantum yields (0.053–0.595). Solvatochromism studies highlighted their environmental sensitivity, indicating potential applications in nucleic acid research and bio-imaging.
Language: English
Field: Chemistry
Open Access status: hybrid
Estimated APC paid: $3,590
OpenAlex ID: W4409388541
FWCI: 0.579
Cites: 106
Cited by: 2
Related to: 10