The redeeming features of reaction of the 8-formyl-7-hydroxychromones with malononitrile

Oleg Lozinski, Tatyana Shokol, Oleg Shishkin, Vladimir Medvediev, Vladimir Khilya

Abstract



A range of 4H,8H-pyrano[2,3-f]chromen-4,8-diones have been prepared using Knoevenagel reaction of the 8-formyl-7-hydroxychromones with malononitrile. The 4H,8H-pyrano[2,3-f]chromen-4,8-dione derivative was also obtained through the acid hydrolysis of the 8-imino-4H,8H-pyrano[2,3-f]chromen-4-one. 8-Formyl-7-hydroxychromone 1 was found to add two molecules of malononitrile through Michael addition resulting in formation of the 2-[8-amino-3-(4-chlorophenyl)-9-cyano-2-methyl-4-oxo-4H,10H-pyrano[2,3-f]chromen-10-yl]malononitrile.

Supplementary information (CIF file)

Keywords


malononitrile; 8-formyl-7-hydroxychromone; Knoevenagel reaction; Michael addition

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References


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DOI: https://doi.org/10.17721/fujcV2I1P10-15

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