Journal
SYNLETT
Volume -, Issue 7, Pages 1175-1178Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2004-822913
Keywords
tetrahydroquinolines; quinolines; liquid-phase synthesis; polyethylene glycol (PEG)
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A three-step liquid-phase protocol for the synthesis of furanoquinolines and pyranoquinolines is described. The one-pot three-component aza-Diels-Alder reaction of PEG-supported benzaldehyde, anilines and 2,3-dihydrofuran or dihydropyran under TFA gave PEG-supported tetrahydroquinolines, which was assuredly oxidized by DDQ and then cleaved from the support to afford the corresponding furanoquinolines and pyranoquinolines with reasonable yields and purity.
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