• Journal of the Korean Chemical Society
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• v.53 no.3
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• pp.382-386
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• 2009

• Proceedings of the Korean Society of Applied Pharmacology
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• 1993.04a
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• pp.40-40
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• 1993

2-Benzoyloxyacetophenones were prepared by reaction of benzooic acids and 2-hydroxyacetophenones in the presence of dicyclohexylcarbodiimide and 4-dimethylaminopyridine. The rearrangement of 2-Benzoyloxy acetophenones to 2-Dibenzoylmethans has been carried out in the presence of tetrabutylammoniumfl uoride( a phase transfer catalyst ). Both methods have been applied first for the synthesis of flavones and gave better yields of products and the reaction ran in shorter reaction time.

• Bulletin of the Korean Chemical Society
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• v.25 no.12
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• pp.1945-1947
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• 2004

• Bulletin of the Korean Chemical Society
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• v.28 no.5
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• pp.859-862
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• 2007

• YAKHAK HOEJI
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• v.38 no.1
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• pp.1-5
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• 1994

We have synthesized some 2-(2-benzyloxybenzoyloxy)-and 2-(2,6-dibenzyloxybenzoyloxy)-acetophenones as intermediates for flavone synthesis. The reaction of polyoxygenated 2-hydroxyacetophenones with 2-benzyloxybenzoic acid or 2,6-dibenzyloxybenzoic acid in the presence of dicyclohexylcarbodiimide and p-dimethylaminopyridine resulted in a good yield$(70{\sim}89%)$ of 2-(2-benzyloxybenzoyloxy)-acetophenones or 2-(2,6-dibenzyloxybenzoyloxy) acetophenones under milder conditions and in shorter time than the previous methods. This new methods using benzoic acids instead of benzoyl chlorides saves one reaction step of acid chlorination in comparision of the previous methods.

• YAKHAK HOEJI
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• v.50 no.6
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• pp.398-402
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• 2006

Flavone was found to inhibit tyrosinase and reduce synthesis of melanin to show skin-lightening effect. With the hope of identifying skin-lightening flavones, we synthesized flavone analogs. Substituted benzoic acids (1) were treated with oxalyl chloride in DMF to yield benzoyl chlorides (2), which were reacted with 2-hydroxyacetophenones (3) to afford 2-benzoyloxyacetophenones (4). These acetophenones (4) were converted into 1,3-diketones (5) with base and then treated with acid to give flavone derivatives (6).