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Title: Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system
Authors: Fernandez, Beatriz
Elsegood, Mark R.J.
Fairley, Gary
Pritchard, Gareth T.
Teat, Simon J.
Weaver, George W.
Keywords: β-Lactam
Quinolizinone
Pyridone
Drug scaffolds
Issue Date: 2015
Publisher: © Elsevier
Citation: 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.
Abstract: An 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.
Description: 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.2015.07.029
Sponsor: The authors thank AstraZeneca and Loughborough University for providing funding.
Version: Accepted for publication
DOI: 10.1016/j.tetlet.2015.07.029
URI: https://dspace.lboro.ac.uk/2134/18710
Publisher Link: http://dx.doi.org/10.1016/j.tetlet.2015.07.029
ISSN: 1873-3581
Appears in Collections:Published Articles (Chemistry)

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