PHOTOACTIVABLE FLUOROPHORENES. 2. SYNTHESIS AND PHOTOACTIVATION OF FUNCTIONALIZED 3-AROYL-2-(2-FURYL)-CHROMONES

Article abstract of DOI:10.1016/0040-4039(88)80018-2

The synthesis and photochemistry of functionalized 3-aroyl-2-(2-furyl)-chromones 1 which are photoactivable fluorophores are described.Irradiation converts the non-fluorescent furyl chromones to highly fluorescent 1-arylfuro <3,4b>chromones 3.Functionality has been incorporated to permit covalent attachment, impart aqueous solubility and to maximize the fluorescence of the ultimate 1-arylfuro<3,4-b>chromone fluorophore.An efficient synthetic pathway to the furyl chromones via an intramolecular Dieckman cyclization also is described.