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A concise synthesis of flurbiprofen, a member of the non-steroidal anti-inflammatory 2-arylpropionic acids, has been accomplished. The key feature of this synthesis involves successive palladium-catalyzed cross coupling reactions. In particular, a 2-arylacylate intermediate, which easily converted to the key 2-arylpropionic acid scaffold, was afforded by a versatile palladium-catalyzed cross coupling reaction between diazopropanate and bisphenylboronic acid. This synthetic procedure would facilitate synthesis of the flurbiprofen and anti-inflammatory 2-arylpropionic acid derivatives.
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참고문헌 (12)
참고문헌 신청
Lombardino, J. G / 1985 / Nonsteroidal anti-inflammatory drugs / Wiley
Ferrayoli, C. G / 1995 / Alternative synthesis of 2-arylpropionic acids from enolate and aryl halides / J. Chem. Soc., Perkin Trans 12:1635
Quasdorf, K. W / 2009 / Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates / J. Am. Chem. Soc 131:17748
Damodar, J / 2005 / Electrosynthesis of 2-arylpropionic acids from α-methylbenzyl chlorides and carbon dioxide by [Co(Salen)] / Synth. Commun 35:1143
Aramini, A / 1993 / Facile one-pot preparation of 2-arylpropionic and arylacetic acids from cyanohydrins by treatment with aqueous HI / Tetrahedron 49:8433
Ferrayoli, C. G / 1995 / Alternative synthesis of 2-arylpropionic acids from enolate and aryl halides / J. Chem. Soc., Perkin Trans 12:1635
Quasdorf, K. W / 2009 / Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates / J. Am. Chem. Soc 131:17748
Damodar, J / 2005 / Electrosynthesis of 2-arylpropionic acids from α-methylbenzyl chlorides and carbon dioxide by [Co(Salen)] / Synth. Commun 35:1143
Aramini, A / 1993 / Facile one-pot preparation of 2-arylpropionic and arylacetic acids from cyanohydrins by treatment with aqueous HI / Tetrahedron 49:8433
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