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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2015, Vol.5 (8), p.5627-5632
Hauptverfasser: Pagadala, Ramakanth, Kommidi, Devendar Reddy, Rana, Surjyakanta, Maddila, Suresh, Moodley, Brenda, Koorbanally, N. A., Jonnalagadda, Sreekantha B.
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
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.
ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA13552K