Synthesis of the omega-brominated alpha-trifluoroacetylcycloalkanones and their isoxazole derivatives

AUTOR(ES)

Flores, Alex F. C., Peres, Rodrigo L., Piovesan, Luciana A., Flores, Darlene C., Bonacorso, Helio G., Martins, Marcos A. P.

FONTE

Journal of the Brazilian Chemical Society

DATA DE PUBLICAÇÃO

2006-02

RESUMO

Este trabalho mostra as reações entre 2-trifluoracetil-1-metoxi-1-cicloalquenos (1a-1e) ou 2-trifluoracetilcicloalcanonas e bromo molecular, para produção de ômega-bromo-2-trifluoracetilcicloalcanonas (3a-3e, 4a). Ficou demonstrado que o grupo 2-trifluoracetil determina o sítio de bromação no C-omega, carbono vizinho à carbonila endocíclica. Os produtos 2-trifluoracetilcicloalcanonas e ômega-bromo-alfa-trifluoracetilcicloalcanonas foram ciclocondensados com cloridrato de hidroxilamina, formando os respectivos 5-trifluormetil-5-hidroxido-3,4-polimetileno-4,5-diidroisoxazóis (5c-5e e 6c-6e).

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