Jovana Bugarinović

Faculty of Science, University of Kragujevac, Kragujevac, Serbia

Articles

Open Access Original Scientific Paper

THE PREPARATION AND CHARACTERIZATION OF SOME NOVEL FEROCENIL DERIVATIVES

by Danijela Ilić Komatina, Aleksandra Minić Jančić, Jovana Bugarinović, Dragana Stevanović

This paper provides a report on an easily performable synthesis via one-pot reaction, between the newly synthesized 3-arylamino-1-ferrocenylpropan-1-ols and PhNCO. We have used the acetic acid as the catalyst and ultrasound irradiation as the reaction promoter. We have evaluated the reaction score on three examples. In order to gain a more comprehensive insight into the role of α-ferrocenyl carbocation, we have described a plausible mechanism of the transformations in question. Moreover, we have purified the prepared by using column chromatography. Besides, we provide a detailed characterization of the new compounds (products and starting material), which was performed by IR, NMR and elemental analyses.

View Full-Text DOI 10.5937/bnsr11-26981 Published: 26 Jun 2021

Open Access

NOVEL 4-FERROCENYL-8-(PHENYLTHIO)-1,2,3,4-TETRAHYDROQUINOLINE: DESIGN, SYNTHESIS AND SPECTRAL CHARACTERIZATION

by Aleksandra Minić, Jovana Bugarinović, Marko Pešić, Danijela Ilić Komatina

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).

View Full-Text DOI 10.5937/univtho9-20839