4.4 Article

Oxidative ring opening of 3-hydroxyquinoline-2,4(1H,3H)-diones into N-(α-ketoacyl)anthranilic acids

Journal

TETRAHEDRON
Volume 69, Issue 51, Pages 10826-10835

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.10.092

Keywords

N-(alpha-Ketoacyl)anthranilic acid; Quinolinones; Quinolinediones; Paraperiodic acid; Periodate

Funding

  1. TBU in Zlin [IGA/FT/2013/003]
  2. resources of specific university research
  3. Ministry of Higher Education, Science and Technology of the Republic of Slovenia
  4. Slovenian Research Agency [P1-0230-0103]
  5. EN-FIST Centre of Excellence, Ljubljana

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N-(alpha-Ketoacyl)anthranilic acids were prepared by oxidative ring opening of 3-hydroxyquinoline-2,4(1H,3H)-diones by using paraperiodic acid (H5IO6) or sodium periodate (NaIO4). The optimisation of the reaction conditions is described as well as the utilisation of N-(alpha-ketoacyl)anthranilic acids in the preparation of anthranilic acid hydrochlorides. (C) 2013 Elsevier Ltd. All rights reserved.

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