Collect. Czech. Chem. Commun. 1996, 61, 770-773

Sterically Crowded Heterocycles. V. Incorporation of Melamine and Adenine Moieties into Imidazo[1,2]heteroaromatic Molecules

Richard Kubík and Josef Kuthan

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6, Czech Republic


Melamine and adenine react with 2,4,6-triphenylpyrylium perchlorate to corresponding quaternary pyridinium salts 1 and 2, respectively. Ferricyanide oxidation of salt 1 in alkaline medium gave (Z)-3-(2,4-diamino-7-phenylimidazo[1,2-a][1,3,5]triazin-6-yl]-1,3-diphenylprop-2-en-1-one (3). Analogous oxidation of perchlorate 2 afforded (Z)-3-(8-phenylimidazo[1,2-f]-4H-purin-7-yl)-1,3-diphenylprop-2-en-1-one (5).

Keywords: Ferricyanide oxidation; Sterically crowded heterocycles.