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Title: Synthesis of new hydroxy-2-styrylchromones
Authors: Santos, Clementina M.M.
Silva, Artur
Cavaleiro, José
Keywords: Rearrangements
Protecting groups
Issue Date: 2003
Publisher: Wiley
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
Abstract: 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.
Peer review: yes
ISSN: 1434-193X
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Appears in Collections:PTV - Artigos em Revistas Indexados ao ISI/Scopus

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