| Abstract: | Tricyclic (T, 3,9-dihydro-9-oxo-5H-imidazo[l,2-α]purine) analogues of acyclovir (ACV, 1), substituted in the 6 position with pyrid-4-yl, 4-(pyrid-4′-yl)Ph, 4-(pyrimidin-5′-yl)Ph and 4-(thiazol-2′-yl)Ph units were synthesized. For the synthesis ofthe heteroarylphenyl derivatives, a convenient general route was developed, i.e., Suzuki cross-coupling between protected 6-(4-dihydroxyborylphenyl) TACV and easily available bromoheterocycles. Fluorescent properties of newly synthesized TACV aoalogues strongly depend on the nature of a solvent. This sensitivity of fluorescence makes the compounds promising probes of H-bonding in the environment. |
