4.4 Article

Synthesis of gem-difluorinated 1,6-naphthyridine-5,7-diones

Journal

TETRAHEDRON
Volume 68, Issue 34, Pages 6941-6947

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.05.122

Keywords

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Funding

  1. Ghent University (GOA)
  2. Research Foundation-Flanders (FWO-Vlaanderen)
  3. Janssen Research and Development, a Division of Janssen Pharmaceutica NV

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A synthetic route toward new 8,8-difluoro-1,6-naphthyridine-5,7-diones, which are of interest as new building blocks in pharmaceutical chemistry, is described. The key steps include a copper-mediated cross-coupling of ethyl bromodifluoroacetate and 2-bromo-3-cyanopyridine, followed by hydrolysis of the nitrile function and subsequent cyclization. (C) 2012 Elsevier Ltd. All rights reserved.

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