A convenient synthetic approach to obtain meso-Uracil-BODIPY
An effective and convenient protocol for the synthesis of 1-Substituted-6-formyl-uracil derivatives has been developed. A three-step sequence has allowed obtaining new 6-Formyl uracil with various substituents at N-1, in large quantity using low-cost precursors. Uracil molecules containing an aldehyde group have been used as useful precursors for the preparation of meso-(1’-Substituted-6’-uracil)-BODIPY derivatives. In this way, regioselectively functionalized BODIPYs directly connected to a nucleobase were prepared in yields from 30 to 45%. MALDI-TOF mass spectrometry, NMR, UV-vis absorption, steady-state and time-resolved fluorescence spectroscopies have been used to characterize the structures and the spectroscopic/photophysical properties of the obtained dyes.