Synthesis of ferrocenyl quinolines


ZORA M., VELİOĞLU O.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol.693, no.12, pp.2159-2162, 2008 (SCI-Expanded) identifier identifier

Abstract

A convenient one-pot synthesis of ferrocenyl-substituted quinolines via a molecular iodine-catalyzed reaction of ferrocenylimines with enolizable aldehydes is reported. First, nucleophilic addition of the in situ generated enol to ferrocenylimine produces beta-anilinopropionaldehyde, which then undergoes intramolecular Friedel-Crafts reaction to give dihydroquinoline derivative. Finally, subsequent dehydration and aerobic oxidation affords ferrocenyl quinolines. (C) 2008 Elsevier B.V. All rights reserved.