4.4 Article

Cu(I)-mediated lactone formation in subcritical water: a benign synthesis of benzopyranones and urolithins A-C

Journal

TETRAHEDRON
Volume 69, Issue 44, Pages 9277-9283

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.08.045

Keywords

Benzopyranone; Copper; Subcritical water; Microwave; Urolithins

Funding

  1. Thailand Research Fund [RMU5380021]
  2. Centre of Excellence on Environmental Health and Toxicology (EHT)
  3. Science & Technology Postgraduate Education and Research Development Office (PERDO)
  4. Ministry of Education

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Benzopyranones were successfully synthesized using Cu(I)-mediated C-O bond formation in subcritical water. A number of benzopyranone derivatives including polymethoxy benzopyranones, benzopyranopyridones, cbromenoindolones, and furochromenones were synthesized in satisfactory yield. This methodology was further applied to synthesize the intestinal microbial metabolites, urolithins A, B, and C, which were found to exhibit potent antioxidant activity. (C) 2013 Elsevier Ltd. All rights reserved.

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