The preparation of an isoxazole derivative of 4-hydroxycoumarin
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A method for preparation of an isoxazole derivative of 4-hydroxycoumarin, 3-phenyl-5-(4-hydroxy-3-coumarinyl)-isoxazole has been described. The reaction sequence includes addition of bromine to 3-cinnamoyl-4-hydroxycoumarin, and the subsequent treatment of the obtained dibromo derivative with 2 equivalents of sodium azide. Due to steric reasons, the azido group is introduced in the beta-position with respect to the side chain carbonyl group, so that an isoxazole ring can be formed. The total yield of the reaction was 58%.
Keywords:4-hydroxycoumarin / isoxazole / azidovinyl ketones
Source:Journal of the Serbian Chemical Society, 1998, 63, 11, 841-844
- Serbian Chemical Soc, Belgrade