Abstract
Allylchromone derivatives 5-7, 10 and 11 were prepared starting from 8-allylchromone-3- carboxaldehyde 4. Basic rearrangement of oxime 8 and/or carbonitrile 9 gave 8-allyl-2- aminochromone-3-carboxaldehyde 12. Chromeno(2,3-b) pyridines 14-20 were prepared via the reaction of 12 with malononitrile, cyanoacetamide, ethyl cyanoacetate, phenylthioacetonitrile, ethyl acetoacetate, ethyl benzoylacetate and barbituric acid. Structures of the new products have been deduced from elemental analysis and spectral data (IR, 1 H NMR and mass spectra).
Highlights
Chromones bearing an allyl group at position 8 have a special medicinal importance; 8-allyl-2styrylchromones were used as inhibitors for the growth of tumors
The 8-allyl derivatives were used as a precursor for the synthesis of the 8-acetic acid derivatives which exhibit anticancer properties
The structure of compound 4 was confirmed based on correct elemental analysis and spectral data
Summary
Abstract 8-Allylchromone derivatives 5-7, and were prepared starting from 8-allylchromone-3carboxaldehyde 4. Basic rearrangement of oxime 8 and/or carbonitrile 9 gave 8-allyl-2aminochromone-3-carboxaldehyde 12. Chromeno[2,3-b] pyridines 14-20 were prepared via the reaction of with malononitrile, cyanoacetamide, ethyl cyanoacetate, phenylthioacetonitrile, ethyl acetoacetate, ethyl benzoylacetate and barbituric acid. Structures of the new products have been deduced from elemental analysis and spectral data (IR, 1H NMR and mass spectra)
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