When 7-acetyl-3-methylanthranil (3) is heated to 160–180° the n.m.r. signals of the two methyl groups coalesce as a result of valence tautomerism for which a novel type of [1,9] sigmatropic mechanism is suggested.
K. P. Parry and C. W. Rees, J. Chem. Soc. D, 1971, 833 DOI: 10.1039/C29710000833
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