Facile Synthesis of 4-Oxo-4H-quinolizine-2-carboxamide Derivatives

Autor:	Cuc Thi Kim Tu, Hieu Van Mai, Kiet V. Truong, Yen Nguyen Tram Chau, Hue T. B. Bui, Duy Duc Vo
Rok vydání:	2015
Předmět:	chemistry.chemical_compound Aminolysis Heteronuclear molecule Chemistry Organic Chemistry Proton NMR Moiety Quinolizine Organic chemistry Carboxylate Carbon-13 NMR Medicinal chemistry Heteronuclear single quantum coherence spectroscopy
Zdroj:	Synthetic Communications. 45:2861-2868
ISSN:	1532-2432 0039-7911
DOI:	10.1080/00397911.2015.1112918
Popis:	A facile synthetic method for the construction of 2-substituted-4-oxo-4H-quinolizine-based core structure has been successfully developed. The synthesis made use of a one-pot Stobbe condensation followed by cyclization starting from the commercially available 2-pyridinecarbaldehyde. The structure of the formed 4-oxo-4H-quinolizine-2-carboxylate was fully confirmed by mass spectra, 1H NMR and 13C NMR, correlation spectrography, heteronuclear multiple bond correlation, and heteronuclear single quantum coherence (HSQC) spectra. The ethyl carboxylate moiety was then further functionalized via direct aminolysis by a range of amines to afford the corresponding 4-oxo-4H-quinolizine-2-carboxamides 4a–i in moderate to good yields.
Databáze:	OpenAIRE
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