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KMID : 0043319940170060434
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Archives of Pharmacal Research
1994 Volume.17 No. 6 p.434 ~ p.437
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Synthesis of Dibenzoylmethanes as Intermediates for Flavone Synthesis by a Modified Baker-Venkataraman Rearrangement
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Song Gyu-Yong
Ahn Byung-Zun
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Abstract
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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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KEYWORD
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1,3-Diphenylpropane-1,3-diones, intermediates for flavone synthesis, Phase transfer catalysis
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