Novel 4-ferrocenyl-8-(phenylthio)-1,2,3,4-tetrahydroquinoline: Design, synthesis and spectral characterization
| Autor: | Jovana P. Bugarinović, Marko Pešić, Aleksandra Minić, Danijela Ilić-Komatina |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Ketone 010405 organic chemistry Tetrahydroquinoline ring α-Ferrocenyl carbocation Alcohol Carbon-13 NMR Carbocation 010402 general chemistry 01 natural sciences Combinatorial chemistry Spectral characterization 0104 chemical sciences Acetic acid chemistry.chemical_compound Aniline chemistry Yield (chemistry) Proton NMR lcsh:Q Ferrocene Intramolecular cyclization lcsh:Science |
| Zdroj: | The University Thought: Publication in Natural Sciences, Vol 9, Iss 1, Pp 38-44 (2019) The University Thought-Publication in Natural Sciences (2019) 9(1):38-44 |
| ISSN: | 2560-3094 1450-7226 |
| Popis: | 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). |
| Databáze: | OpenAIRE |
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