The synthesis of several coumarin Mannich bases is described. The reaction of natural 7-hydroxycoumarin with primary amines and two equivalents of formaldehyde in the presence of a base catalyst was studied. Several novel N-substituted angular 9,10-dihydro-2H,8H-chromeno[8,7-e][1,3]oxazin-2-ones were synthesized. Different aliphatic and aromatic amines have been used in the reaction, and the corresponding products were obtained with moderate to relatively good yields.
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The financial support from the Postgraduate Office of the University of Tabriz is gratefully acknowledged.
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Published in Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2013, pp. 362–364.
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Mostafavi, H., Najjar, R. & Maskani, E. Synthesis and characterization of novel 7-hydroxycoumarin derivatives. Chem Nat Compd 49, 423–425 (2013). https://doi.org/10.1007/s10600-013-0628-7
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DOI: https://doi.org/10.1007/s10600-013-0628-7