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

The reactions of a serie of the 2-trifluoroacetyl-1-methoxy-1-cycloalkenes (1a-1e) and 2-trifluoroacetylcycloalkanones (2a-2e) with molecular bromine to obtain omega-bromo-alpha-trifluoroacetylcycloalkanones (3a-3e, 4a) is reported. Was determined that 2-trifluoroacetyl group have established the C-omega as reactive site. The 2-trifluoroacetylcycloalkanones and omega-bromo-alpha-trifluoroacetylcycloalkanones were reacted with hydroxylamine hydrochloride leading to respective 5-trifluoromethyl-5-hydroxy-4,5-dihydro-3,4-polimethyleneisoxazole derivatives (5c-5e and 6c-6e).

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Bibliographic Details
Main Authors: Flores,Alex F. C., Peres,Rodrigo L., Piovesan,Luciana A., Flores,Darlene C., Bonacorso,Helio G., Martins,Marcos A. P.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2006
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000100012
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