3-Hydroxypyridine undergoes successive 1,3-dipolar and Michael addition of acrylonitrile or methyl acrylate in high yield. These additions are thermally reversed, and 4-bromo-3-hydroxypyridine was prepared by adduct bromination followed by retro-addition.
1-Benzyl-3-oxidopyridinium undergoes various 1,3-dipolar additions.
J. Banerji, N. Dennis, J. Frank, A. R. Katritzky and T. Matsuo, J. Chem. Soc., Perkin Trans. 1, 1976, 2334 DOI: 10.1039/P19760002334
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