Haloacetylated enol ethers: 3. Synthesis of 3,3a,4,5,6,7-hexahydro-3-halomethylbenzoisoxazoles |
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Authors: | Marcos A P Martins Alex F C Flores RogRio Freitag Nilo Zanatta |
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Institution: | Marcos A. P. Martins,Alex F. C. Flores,RogŔRio Freitag,Nilo Zanatta |
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Abstract: | The investigation of the halomethyl group effect on the regiochemistry of the reaction of 2-acetylcyclo-hexanones 1a-d and β-methoxyvinyl trifluoro methyl ketone derivative 2a with hydroxylamine to afford 3,3a,4,5,6,7-hexahydro-3-halomethyl-3-hydroxy2,1]benzoisoxazoles 3a-c , and the respective dehydrated compounds 4a-c , is reported. Compounds 1a-c, 2a proved to be versatile building blocks for the regiospecific synthesis of isoxazole derivatives having a 3-halomethyl substituent, in good yields. |
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