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Synthesis 2002(8): 1010-1012
DOI: 10.1055/s-2002-31967
DOI: 10.1055/s-2002-31967
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
A New Strategy for the Synthesis of Furan-3,4-dicarboxylic Acid [1]
Further Information
Received
15 February 2002
Publication Date:
03 June 2002 (online)
Publication History
Publication Date:
03 June 2002 (online)
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Abstract
A facile route to furan-3,4-dicarboxylic acid is described. Dimethylmaleic anhydride (1) on NBS-bromination followed by aqueous KOH treatment gave bis(hydroxymethyl)maleic anhydride (3), which on intramolecular Mitsunobu ring closure followed by esterification and DDQ-oxidation furnished the desired esters of furan-3,4-dicarboxylic acid 7a/b.
Key words
2,3-bis(bromomethyl)maleic anhydride - intramolecular Mitsunobu ring closure - DDQ-oxidation - furan-3,4-dicarboxylic acid
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19Deshpande, A. M.; Natu, A. A.; Argade, N. P., Unpublished results.