Ethyl 2-hydroxyindoxyl-2-carboxylate with aqueous sodium hydroxide rearranges to ethyl 3-hydroxyoxindole-3-carboxylate with a sufficiently low incorporation of 18O from the solvent to establish that ring-opening does not precede the ester shift.
R. M. Acheson and S. R. G. Booth, J. Chem. Soc. C, 1968, 30 DOI: 10.1039/J39680000030
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