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The Pharmaceutical Society of Korea (대한약학회)
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Synthesis of Dibenzoylmethanes as Intermediates for Flavone Synthesis by a Modified Baker-Venkataraman Rearrangement

  • Published : 1994.12.01
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Abstract

1-Polyoxyphenyl-3-(2, 6-dioxyphenyl)propane-1, 3-diones have been synthesized as intermediates for flavone synthesis by condensation of 2-(2, 6-dioxybenzoyloxy)polyoxyacetophenone in the presence of phae transfer catalyst. The average yields of 1-polyoxyphenyl-3-phenylpropane-1, 3-diones, 1-polyoxyphenyl-3(2-benzyloxyphenyl)propane-1, 3-diones and 1-polyoxy-3-(2, 6-dibenzyloxyphenyl)propane-1, 3-dions were 79%, 74% and 71% respectively. The bulkiness of the benzyloxy groups or methyoxy gorups exerted steric hindrance and reduced the yield. Nevertheless, the yield were higher than the previously reported ones.

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References

  1. J. Chem. Soc. v.a1 Baker,W.
  2. Yakhak-Hoeji v.32 no.2 Synthesis of Geranyloxyflavone Derivatives and Their Antitumor Activity on L1210 and Sarcoma 180 cells Baik,K.U.;Ahn,B.Z.
  3. Tetrahedron Letters. v.37 On the Structure of Zapotin adn ZapotininⅡ. The Synthesis of Zapotin Farkas,L.;Gottsegen,A.;N$\'{o}gr$\'{a}$di,M.
  4. Current Sci.(India) v.2 Mahal,H.S.;Venkataraman,K.
  5. J. Chem. Soc. v.1967 Mahal,H.S.;Venkataraman,K.
  6. Yakhak Hoeji. v.38 Synthesis of 2-Aroyloxyace-tophenones as Intermediates for Flavone Synthesis Song,G.Y.;Ahn,B.Z.
  7. Phase Transfer Catalysis in Organic Chemistry Weber,W.P.;Gokel,G.W.