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Advisor(s)
Abstract(s)
Hydroxy-2-styrylchromones 5a−i were prepared by debenzylation
of benzyloxy-2-styrylchromones 3a−i, which
were synthesised by the Baker−Venkataraman method. The
last step of this method, the cyclodehydration 5-aryl-3-hydroxy-
1-(2-hydroxyaryl)-2,4-pentadien-1-ones 2a−i, was carried
out with a catalytic amount of iodine, or p-toluenesulfonic
acid, in DMSO. Benzyloxy-3-cinnamoyl-2-styrylchromones 4a−f were obtained as by-products in both procedures,
but the latter procedure gave benzyloxy-2-
styrylchromones 3a−i in better yields. The structures of all
new compounds were established by extensive NMR studies.
Description
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Keywords
Rearrangements Cyclizations Protecting groups Heterocycles
Citation
Santos, Clementina; Silva, Artur; Cavaleiro, José (2003). Synthesis of new hydroxy-2-styrylchromones. European Journal of Organic Chemistry. ISSN 1434-193X. 23, p. 4575-4585
Publisher
Wiley