When 2-imino-2H-benzopyran-3-carboxamide 1 (X = H) is dissolved in [2H6]dimethyl sulfoxide, NMR spectra show that a mixture of 1 and the isomeric 2-cyano-3-(2-hydroxyphenyl)prop-2-ene-1-carboxamide 3 (X = H) is present. Other benzopyran-2-imines behave similarly; the degree of isomerisation varies considerably, depending on the nature and position of the substituents present.
C. N. O’Callaghan, T. Brian H. McMurry and J. E. O’Brien, J. Chem. Soc., Perkin Trans. 2, 1998, 425 DOI: 10.1039/A703747C
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