Treatment of cyclohexanone-2-carboxamide with cyclic ketones provides oxazine derivatives while refluxing in toluene with ammonium acetate and cyclic ketones yields substituted 2-spiropyrimidin-4-ones. Depending on the ratio of reactants, the oxazines and substituted 2-spiropyrimidin-4-ones under Vilsmeier-Haack conditions undergo formylation or an electrophilic rearrangement.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1244-1252, August, 2013.
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Markov, V.I., Farat, O.K., Varenichenko, S.A. et al. Synthesis and Formylation of Substituted 2-Spiropyrimidin-4-ones and Related Compounds. Chem Heterocycl Comp 49, 1158–1165 (2013). https://doi.org/10.1007/s10593-013-1358-2
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DOI: https://doi.org/10.1007/s10593-013-1358-2