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Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system
journal contribution
posted on 2015-09-11, 10:51 authored by Beatriz Fernandez-Diaz-Ropero, Mark ElsegoodMark Elsegood, Gary Fairley, Gareth PritchardGareth Pritchard, Simon J. Teat, George WeaverGeorge WeaverAn unexpected azeto[2,3-c]quinolizinedione has been isolated during synthetic studies on the base catalyzed condensation of ethyl 6-methylpyridin-2(1H)-on-1-ylacetate with benzil. Closure of a fused four-membered azetidinone ring occurred when potassium hexamethyldisilazide was employed as the base. The structure of the product was confirmed by synchrotron X-ray crystallography. A possible mechanism for the formation of the product is considered.
Funding
The authors thank AstraZeneca and Loughborough University for providing funding.
History
School
- Science
Department
- Chemistry
Published in
Tetrahedron LettersCitation
FERNANDEZ, B. ...et al., 2015. Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system. Tetrahedron Letters, 56(36), pp.5120-5122.Publisher
© ElsevierVersion
- AM (Accepted Manuscript)
Publisher statement
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/Publication date
2015Notes
This paper was accepted for publication in the journal Tetrahedron Letters and the definitive published version is available at http://dx.doi.org/10.1016/j.tetlet.2015.07.029ISSN
1873-3581Publisher version
Language
- en