Publicação
A novel and efficient route for the syntheses of hydroxylated 2,3-diarylxanthones
| Resumo: | A novel, efficient and general route for the synthesis of hy-droxylated 2,3-diarylxanthones is described. 3-Bromo-2-styrylchromones, the key intermediate of this synthesis, is obtained by a Baker-Venkataraman rearrangement of appropriate 2’-cinnamoyloxyacetophenones, followed by a one-pot reaction with phenyltrimethylammonium tribromide. The Heck reaction of these bromochromones with substituted styrenes gives methoxylated 2,3-diarylxanthones. The cleavage of the methyl groups with BBr3 gives the desired hydroxylated 2,3-diarylxanthones. |
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| Autores principais: | Santos, Clementina M.M. |
| Outros Autores: | Silva, Artur; Cavaleiro, José |
| Assunto: | Hydroxylated diarylxanthones 3-bromo-2-styrylchromones Heck reaction Phenyltrimethylammonium tribromide Demethylation |
| Ano: | 2007 |
| País: | Portugal |
| Tipo de documento: | artigo |
| Tipo de acesso: | acesso aberto |
| Instituição associada: | Instituto Politécnico de Bragança |
| Idioma: | inglês |
| Origem: | Biblioteca Digital do IPB |
| Resumo: | A novel, efficient and general route for the synthesis of hy-droxylated 2,3-diarylxanthones is described. 3-Bromo-2-styrylchromones, the key intermediate of this synthesis, is obtained by a Baker-Venkataraman rearrangement of appropriate 2’-cinnamoyloxyacetophenones, followed by a one-pot reaction with phenyltrimethylammonium tribromide. The Heck reaction of these bromochromones with substituted styrenes gives methoxylated 2,3-diarylxanthones. The cleavage of the methyl groups with BBr3 gives the desired hydroxylated 2,3-diarylxanthones. |
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