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Isolation and structure determination of the first example of the azeto[2,3-c]quinolizinedione ring system

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posted on 11.09.2015 by Beatriz Fernandez-Diaz-Ropero, Mark Elsegood, Gary Fairley, Gareth Pritchard, Simon J. Teat, George Weaver
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.

Funding

The authors thank AstraZeneca and Loughborough University for providing funding.

History

School

  • Science

Department

  • Chemistry

Published in

Tetrahedron Letters

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.

Publisher

© Elsevier

Version

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

2015

Notes

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

ISSN

1873-3581

Language

en

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