4.4 Article

DBU-mediated regioselective intramolecular cyclization/dehydration of ortho diketo phenoxyethers: a synthesis of 2,3-substituted γ-benzopyranones

Journal

TETRAHEDRON
Volume 69, Issue 44, Pages 9335-9348

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.07.104

Keywords

Regioselective cyclization; Benzopyran; Benzofuran; Benzopyranone; Isoflavone

Funding

  1. Thailand Research Fund [MRG5380136]
  2. Chulabhorn Research Institute, Chulabhorn Graduate Institute, and Center of Excellence on Environmental Health and Toxicology

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The regioselective cyclization/dehydration sequence of ortho diketo phenoxyethers induced by DBU has been explored. The results demonstrated a high degree of selectivity with preference for 6-exo-trig cyclization leading to the formation of gamma-benzopyranone derivatives in good yield. (C) 2013 Elsevier Ltd. All rights reserved.

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