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- Title
Novel Biopolymer-Based Catalyst for the Multicomponent Synthesis of N -aryl-4-aryl-Substituted Dihydropyridines Derived from Simple and Complex Anilines.
- Authors
Bosica, Giovanna; Abdilla, Roderick
- Abstract
Although Hantzsch synthesis has been an established multicomponent reaction method for more than a decade, its derivative, whereby an aniline replaces ammonium acetate as the nitrogen source, has not been explored at great length. Recent studies have shown that the products of such a reaction, N-aryl-4-aryldihydropyridines (DHPs), have significant anticancer activity. In this study, we successfully managed to synthesize a wide range of DHPs (18 examples, 8 of which were novel) using a metal-free, mild, inexpensive, recoverable, and biopolymer-based heterogeneous catalyst, known as piperazine, which was supported in agar–agar gel. In addition, 8 further examples (3 novel) of such dihydropyridines were synthesized using isatin instead of aldehyde as a reactant, producing spiro-linked structures. Lastly, this catalyst managed to afford an unprecedented product that was derived using an innovative technique—a combination of multicomponent reactions. Essentially, the product of our previously reported aza-Friedel–Crafts multicomponent reaction could itself be used as a reactant instead of aniline in the synthesis of more complex dihydropyridines.
- Subjects
DIHYDROPYRIDINE; CATALYST synthesis; ANILINE; HETEROGENEOUS catalysts; PIPERAZINE; ANTINEOPLASTIC agents; AGAR
- Publication
Molecules, 2024, Vol 29, Issue 8, p1884
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules29081884