A 4-alkylthio-substituted aniline anchored to a modified poly(ethylene glycol) of Mw = 5000 was selected as a convenient starting material for the liquid-phase synthesis of various imines. Some of these imines were employed in a three-component synthesis of 1,2,3,4-tetrahydroquinolines, carried out in the presence of 2-methylpropanal, different nucleophiles, and catalytic amounts of Yb(OTf)3. Four-component versions of this reaction were also performed. Traceless removal of the heterocycles from the polymer support was accomplished by a reductive desulfurization reaction.
|Titolo:||Poly(ethylene glycol)-supported 4-alkylthio-substituted aniline - a useful starting material for the soluble polymer-supported synthesis of imines and 1,2,3,4-tetrahydroquinolines|
|Autori interni:||ANNUNZIATA, RITA MARIA (Primo)|
BENAGLIA, MAURIZIO (Secondo)
CINQUINI, MAURO (Penultimo)
COZZI, FRANCO (Ultimo)
|Parole Chiave:||Multicomponent reactions; Polymers; Schiff bases; Synthetic methods|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||2002|
|Digital Object Identifier (DOI):||10.1002/1099-0690(200204)2002:7<1184::AID-EJOC1184>3.0.CO;2-2|
|Appare nelle tipologie:||01 - Articolo su periodico|
File in questo prodotto:
- PubMed Central loading...