Novel 4-ferrocenyl-8-(phenylthio)-1,2,3,4-tetrahydroquinoline: Design, synthesis and spectral characterization

Autor:	Minić Aleksandra, Bugarinović Jovana, Pešić Marko, Ilić-Komatina Danijela
Jazyk:	English<br />Serbian
Rok vydání:	2019
Předmět:	Tetrahydroquinoline ring Ferrocene Intramolecular cyclization α-Ferrocenyl carbocation Spectral characterization Science
Zdroj:	The University Thought: Publication in Natural Sciences, Vol 9, Iss 1, Pp 38-44 (2019)
Druh dokumentu:	article
ISSN:	1450-7226 2560-3094
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:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/1129417313e04949b59d8f5391207e7d Zobrazit plný text záznamu View record in DOAJ