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Study of cyclization of tetrazolopyrimidines for synthesis of tricyclic nucleobases
 Grúlová, Kristýna ; Hocek, Michal (advisor) ; Smrček, Stanislav (referee)
This bachelor thesis describes a study of cyclization reaction of substituted tetrazolopyrimidines, which were obtained by a three-step synthesis starting from 4,6-dichloropyrimidine, which was first zincated and then submitted to Negishi coupling with corresponding heteroaryl iodide followed by nucleophilic substitution with sodium azide. The previously known unexpected fluorescent product produced by the cyclization of the 2-thiophenyl derivative was resynthesized. An analogous product was obtained by cyclization of the 3-thiophenyl derivative. In contrast, the cyclization of the phenyl, 1-naphthyl and 2-furyl derivatives gave the expected tricyclic product resulting from the cyclization of the azide. Key words: heterocycles, cyclizations, nucleobases
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