4.4 Article

Regioselective synthesis of flavone derivatives via DMAP-catalyzed cyclization of o-alkynoylphenols

Journal

TETRAHEDRON
Volume 67, Issue 51, Pages 9993-9997

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.09.063

Keywords

Flavones; Regioselective cyclization; Ynones; 6-endo Cyclization

Funding

  1. MEXT [2105, 22106503]
  2. Promotion of Science and Engineering
  3. Astellas Foundation for Research on Metabolics Disorders
  4. Grants-in-Aid for Scientific Research [23710264, 22106503] Funding Source: KAKEN

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A catalytic amount of DMAP promoted cyclization of o-alkynoylphenols via a 6-endo cyclization mode leading to flavone derivatives in high yields without forming 5-exo cyclized aurone derivatives. Utilizing this method, methoxy substituted flavone and alkyl substituted gamma-benzopyranone derivatives were synthesized. (C) 2011 Elsevier Ltd. All rights reserved.

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