• Aleksandra Minić Faculty of Technical Sciences, University of Priština, Kneza Miloša 7, 38220 Kosovska Mitrovica, Serbia
  • Jovana Bugarinović Faculty of Science, University of Kragujevac, Radoja Domanovića 12, 34000 Kragujevac, Serbia
  • Marko Pešić Faculty of Science, University of Kragujevac, Radoja Domanovića 12, 34000 Kragujevac, Serbia
  • Danijela Ilić Komatina Faculty of Technical Sciences, University of Priština, Kneza Miloša 7, 38220 Kosovska Mitrovica, Serbia
Keywords: Tetrahydroquinoline ring, Ferrocene, Intramolecular cyclization, α-Ferrocenyl carbocation, Spectral characterization,


Herein, we report design, synthesis and spectral characterization of novel 4-ferrocenyl-8-(phenylthio)-1,2,3,4-tetrahydroquinoline. Desired synthesis was achieved in three reaction steps, with a good overall yield (67%). First step included aza-Michael addition of 2-(phenylthio)aniline to 1-ferrocenylpropenone, subsequently, the obtained ketone was smoothly reduced to the corresponding 1,3-amino alcohol. The final step was an intramolecular cyclization prompted by acetic acid, proceeding via corresponding α-ferrocenyl carbocation. The synthesized compounds have been isolated pure, and their structure have been undoubtedly confirmed by standard spectral techniques (1H NMR, 13C NMR, IR and elemental analyses).


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