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A novel rearrangement of 2(5 H )‐furanones
Author(s) -
Mack Robert A.,
DeCory Thomas R.,
Georgiev Vassil St.
Publication year - 1988
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19880710413
Subject(s) - chemistry , carroll rearrangement , medicinal chemistry , sigmatropic reaction , stereochemistry
A novel rearrangement of 2 (5H )‐furanones is described. When refluxed in aq. Ethanolic solution in the presence of excess KOH, the 2,5‐dihydro‐2‐oxofuran‐3‐carboxamides 6 underwent a novel rearrangement to the corresponding 4,5‐dihydro‐4‐oxo‐2‐(phenylamino)‐3‐furancarboxylic acids 1 in moderate‐to‐excellent yields.