Xanthones in heterocyclic synthesis. An efficient route for the synthesis of C-3 o-hydroxyaryl substituted 1, 2-benzisoxazoles and their N-oxides, potential scaffolds for …
…, PG Tsoungas, C Potamitis, M Zervou, P Cordopatis
Regioselective substitution of xanthone and its nucleophilic cleavage allow the synthesis of C-3 o-hydroxyaryl substituted 1, 2-benzisoxazoles or their N-oxides by cyclodehydration or oxidative cyclization of their corresponding ketoxime precursors, respectively. Molecular modeling analysis and (1) H NMR spectra indicate an intramolecular H-bonding engaging phenol OH and the isoxazole ring N atom.