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Uncatalyzed addition of indoles and N-methylpyrrole to 3-formylchromones: synthesis and some reactions of (chromon-3-yl)bis(indol-3-yl)methanes and E-2-hydroxy-3-(1-methylpyrrol-2-ylmethylene)chroman-4-ones
Authors:Vyacheslav Ya Sosnovskikh  Roman A Irgashev  Anna A Levchenko
Institution:Department of Chemistry, Ural State University, 620083 Ekaterinburg, Russia
Abstract:(Chromon-3-yl)bis(indol-3-yl)methanes and E-2-hydroxy-3-(1-methylpyrrol-2-ylmethylene)chroman-4-ones have been obtained in good yields from 3-formylchromones on reaction with indoles and N-methylpyrrole under solvent-free conditions. Reactions of (chromon-3-yl)bis(indol-3-yl)methanes with guanidine carbonate and hydrazine hydrate proceed with the participation of the chromone ring system and lead to the formation of the corresponding pyrimidines and pyrazoles bearing the bis(indol-3-yl)methyl moiety.
Keywords:3-Formylchromones  Azoles  Conjugate addition  (Chromon-3-yl)bis(indol-3-yl)methanes  2-Hydroxy-3-(1-methylpyrrol-2-ylmethylene)chroman-4-ones  Pyrimidines  Pyrazoles
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