| Institution: | 1. Department of Organic Chemistry, Institute of Chemistry, Saint Petersburg State University, Universitetskaya nab., 7/9, Saint Petersburg, 199034, Russia;2. Research Laboratory No. 13 of Organic Synthesis and Analysis of them. S.P. Korshunov, Togliatti State University, Belorusskaya ul., 14, Togliatti, 445667, Russia;3. Department of Chemistry, Chemical Processes and Technologies, Togliatti State University, Belorusskaya ul., 14, Togliatti, 445667, Russia;4. Educational Research Center of Chemistry of Research Park of Saint Petersburg State University, Universitetskiy pr., 26, Saint Petersburg, Petrodvoretz, 198504, Russia;5. Department of Chemistry, Saint Petersburg State Forest Technical University, Institutsky per., 5, Saint Petersburg, 194021, Russia |
| Abstract: | Reaction of conjugated enynones,1,5-diarylpent-2-en-4-yn-1-ones, with malononitrile and sodium alkoxides in the corresponding alcohols at room temperature for 3–23 h results in the formation of two types of compounds (E)-/(Z)-6-aryl-4-(2-arylethenyl)-2-alkoxypyridine-3-carbonitriles (substituted nicotinonitriles), as the major reaction products in yields up to ca. 40–80%, and 6-aryl-4-arylethynyl-2-alkoxypyridines, as the minor reaction products in yields of 5–17%. Plausible mechanism of this complex and multistep reaction is discussed. The obtained pyridines possess fluorescent properties. |
