SCHEDULED MAINTENANCE
Acid-catalysed decomposition of (4′-azidophenyl)propanoic and butyric acids leads to ipso-attack by the carboxy group para to the nitrenium ion and the formation of imines of cyclohexadienone spiro-lactones, which can rearrange to the benz-fused lactones; 4′-azido-2-carboxydiphenyl ether behaves the same way to give spiro-lactone (9).
R. A. Abramovitch, A. Hawi, J. A. R. Rodrigues and T. R. Trombetta, J. Chem. Soc., Chem. Commun., 1986, 283 DOI: 10.1039/C39860000283
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