engleski

SYNTHESIS AND PHOTOCHEMICAL CYCLODEHYDROGENATION OF NEW OXAZOLE DERIVATIVES

Heterocyclic chemistry is the main subject of study in our group. Oxazole chemistry is extensive, it takes part in natural products, medicinal chemistry and material sciences. Naphtooxazoles are of industrial interest as dyes in photography, and as optical brighteners for use in plastic materials. There have been many different synthetic approaches to them. They include use of hazardous chemicals and very demanding reaction conditions. We developed a way of synthesis that is practically “green chemistry” in its nature, by utilising light as a very clean source of energy. The precursors for the photochemical ring closure, were efficiently synthesized from the corresponding aldehydes and Van Leusen reagent. To gain the final product prepared solutions of precursors, with addition of iodine, were irradiated in a photochemical reactor with suitable wave length lamps. By electrocyclization final products were gained in good yields. All of the precursors are new oxazoles derivatives completely described by spectroscopic methods. This is the first example of photochemical synthesis of oxaza-arenes.

oxazole; naphthoxazoles; electrocyclisation

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