2-(α-aryloxyacetyl)-phenoxathiin derivatives. Synthesis and properties

Solid sodium (or potassium) aroxides with various substituents derived from phenols (la = phenol, 1b = guaiacol, Ic = 2,6-dimethoxyphenol, Id = eugenol, 1e = (cis+trans) isoeugenol, If = 4-(3-oxobutyl)-phenol) and g = Etoposide cytostatic) were reacted with 2-(a-bromoacetyl)-phenoxathiin (2) in the presence of crown ethers (15C5 or 18C6, respectively). The resulting fluorescent title compounds 3a-g were characterized by 'H-NMR and 13 C-NMR. The chromatographic behavior of compounds 3a-g was investigated by TLC and reverse-phase-TLC. Calculations for the hydrophobicity of the new compounds are reported.