• 대한화학회지
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• 제53권3호
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• pp.382-386
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• 2009

• 한국응용약물학회:학술대회논문집
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• 한국응용약물학회 1993년도 제2회 신약개발 연구발표회 초록집
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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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• 제25권12호
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• pp.1945-1947
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• 2004

• Bulletin of the Korean Chemical Society
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• 제28권5호
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• pp.859-862
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• 2007

• 약학회지
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• 제38권1호
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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.

• 약학회지
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• 제50권6호
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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).