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Epoxidation of 2-Styrylchromone derivatives

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Detalhes bibliográficos
Resumo:2-Styrylchromones constitute a small group of natural heterocyclic compounds with significant biological properties. Certain natural and synthetic hydroxyl derivatives have shown important pharmacological and mainly antioxidant activities [1 ,2]. We are interested in the design of new 2-styrylchromones analogues containing hydroxyl groups at C-3 and in the Ca=C~ systems because they could increase the antioxidation activity of these type of compounds [2]. Our first approach is the preparation of epoxy systems and then we will try to open the epoxy ring to give the desired hydroxyl derivatives. We studied the epoxidation of 2-styryl-chromones 1 with hydrogen peroxide and iodosylbenzene using [salen Mn(lll)] as catalyst, and the epoxy products 2 were obtained in moderate yields. Since the best results were obtained with iodosylbenzene, we applied oxidant to compounds 3 in order to prepare 4. In this communication, we will report the synthetic details and the structural characterisation of the epoxides 3 and 4.
Autores principais:Santos, Clementina M.M.
Outros Autores:Silva, Artur; Cavaleiro, José; Patonay, Támas; Lévai, Albert
Ano:2004
País:Portugal
Tipo de documento:documento de conferência
Tipo de acesso:acesso aberto
Instituição associada:Instituto Politécnico de Bragança
Idioma:inglês
Origem:Biblioteca Digital do IPB
Descrição
Resumo:2-Styrylchromones constitute a small group of natural heterocyclic compounds with significant biological properties. Certain natural and synthetic hydroxyl derivatives have shown important pharmacological and mainly antioxidant activities [1 ,2]. We are interested in the design of new 2-styrylchromones analogues containing hydroxyl groups at C-3 and in the Ca=C~ systems because they could increase the antioxidation activity of these type of compounds [2]. Our first approach is the preparation of epoxy systems and then we will try to open the epoxy ring to give the desired hydroxyl derivatives. We studied the epoxidation of 2-styryl-chromones 1 with hydrogen peroxide and iodosylbenzene using [salen Mn(lll)] as catalyst, and the epoxy products 2 were obtained in moderate yields. Since the best results were obtained with iodosylbenzene, we applied oxidant to compounds 3 in order to prepare 4. In this communication, we will report the synthetic details and the structural characterisation of the epoxides 3 and 4.