Multicomponent synthesis of pyridines via diamine functionalized mesoporous ZrO 2 domino intramolecular tandem Michael type addition
A new and straightforward synthetic method was developed for the facile synthesis of heterocycle-fused pyridine derivatives in aqueous media from Knoevenagel condensation between an aromatic aldehyde and an active methylene compound. This was followed by Michael type addition of a ketone to the acti...
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Veröffentlicht in: | RSC advances 2015, Vol.5 (8), p.5627-5632 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A new and straightforward synthetic method was developed for the facile synthesis of heterocycle-fused pyridine derivatives in aqueous media from Knoevenagel condensation between an aromatic aldehyde and an active methylene compound. This was followed by Michael type addition of a ketone to the activated double bond of the arylidene
via
intramolecular cyclization in the presence of diamine functionalized [
N
-(2 amino ethyl)-3-amino propyl trimethoxy silane (AAPTMS)] mesoporous ZrO
2
(AAPTMS/m-ZrO
2
) to synthesize fused pyridines in high yield. This one-pot conversion, which involves multiple steps and requires no toxic/organic solvents, produced new C–C and C–heteroatom bonds with all reactants efficiently utilized. |
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ISSN: | 2046-2069 2046-2069 |
DOI: | 10.1039/C4RA13552K |