Urea-based DES as an amine source to access nitrogen-containing heterocycles
[Display omitted] •Urea-based DES acts as an amine source, catalyst and solvent for the synthesis of styryl quinazolinones.•Changing the hydrogen bond acceptor in DES to provide different N-substituted styryl quinazolinones.•Overall reaction performed in the greener pathway.•Synthesized molecule act...
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Veröffentlicht in: | Tetrahedron letters 2024-09, Vol.148, p.155224, Article 155224 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | [Display omitted]
•Urea-based DES acts as an amine source, catalyst and solvent for the synthesis of styryl quinazolinones.•Changing the hydrogen bond acceptor in DES to provide different N-substituted styryl quinazolinones.•Overall reaction performed in the greener pathway.•Synthesized molecule acts as a security ink in an acidic medium.
Herein, we report a urea-based DES that acts as an amine source in the synthesis of N-substituted styryl quinazolinone from anthranilic acid via N-acylation, cyclization, and subsequent sp3 CH functionalization under a green reaction medium. The salient features of this approach are gram-scale synthesis, mild reaction conditions, and a metal-free methodology. Additionally, post-functionalization and photophysical properties were evaluated. |
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ISSN: | 0040-4039 |
DOI: | 10.1016/j.tetlet.2024.155224 |