Abstract
A new facile synthesis of trisubstituted oxazoles starting from azides was developed. The reactions of azides with triphenyl phosphine afforded the corresponding 2,4,5-trisubstituted oxazole derivatives via tandem Staudinger, aza-Wittig and isomerization reaction either thermally or under basic conditions. Properties of the oxazole derivatives were surveyed and some of the examples showed reasonable fluorescence. The greatest fluorescence intensity was observed when the 2- and the 5- substituents on the oxazole ring were aromatic groups (with ε = 2.3–3.0 × 104 mol−1 dm3 cm−1 and Φ = 0.25–0.29 relative to quinine sulphate). However, the fluorescence intensity was diminished when either the 2- or the 5-substituent was H or alkyl.
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