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Facile Synthesis of 4-Oxo-4H-quinolizine-2-carboxamide Derivatives
Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen. Umeå universitet, Medicinska fakulteten, Umeå Centre for Microbial Research (UCMR).
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2015 (engelsk)Inngår i: Synthetic Communications, ISSN 0039-7911, E-ISSN 1532-2432, Vol. 45, nr 24, s. 2861-2868Artikkel i tidsskrift (Fagfellevurdert) Published
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Abstract [en]

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, H-1 NMR and C-13 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.

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Taylor & Francis, 2015. Vol. 45, nr 24, s. 2861-2868
Emneord [en]
Carboxamide, 4-oxo-4H-quinolizine, Stobbe condensation
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URN: urn:nbn:se:umu:diva-114392DOI: 10.1080/00397911.2015.1112918ISI: 000366833700009Scopus ID: 2-s2.0-84949949983OAI: oai:DiVA.org:umu-114392DiVA, id: diva2:895108
Tilgjengelig fra: 2016-01-18 Laget: 2016-01-18 Sist oppdatert: 2023-03-23bibliografisk kontrollert

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Vo, Duy D

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