Synthesis of ferrocenyl quinolines

ZORA M., VELİOĞLU O.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, cilt.693, sa.12, ss.2159-2162, 2008 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 693 Sayı: 12
  • Basım Tarihi: 2008
  • Doi Numarası: 10.1016/j.jorganchem.2008.03.022
  • Dergi Adı: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2159-2162
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

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.