FIELD: chemistry.
SUBSTANCE: invention relates to a novel method of producing 2,2-dialkyl-4,5-diarylfuran-3(2H)-ones of general formula 1 , where Alk and Alk1=CH3, CH3CH2 or other alkyl or cycloalkyl groups, and Ar and Ar1=Ph, p-X-C6H4 (X=H, MeO, MeS, MeSO, MeSO2, Hal) and other substituted or unsubstituted aryl groups, the method comprising six-step synthesis based on reaction of 1,1-dialkylprop-2-yn-1-ols and substituted benzophenone, which results in the desired 2,2-dialkyl-4,5-diarylfuran-3(2H)-ones, and comprising as the key step 1,2-nucleophilic rearrangement of 4-diazo-2,2-dialkyl-5,5-diaryldihydrofuran-3(2H)-ones, catalysed by an organic or inorganic acid. Obtained compounds exhibit cyclooxygenase-2 enzyme selective inhibitor properties and can be used as non-steroid anti-inflammatory preparations for a long therapy of joints diseases.
EFFECT: simple process and high output of the end product.
10 ex
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Authors
Dates
2015-09-27—Published
2014-11-11—Filed