Haloacetylated enol ethers: 3 . Synthesis of 3,3a,4,5,6,7‐hexahydro‐3‐halomethyl benzoisoxazoles

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‐hydroxy[2,1]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.