A number of 3-aryl-5-alkylisoxazoles have been synthesized in high yields by reacting arylnitrile oxides with free enolate ions regioselectively obtained by metallation of various alkyl methyl ketones with LDA in THF at −78°C followed by dehydration. Investigations concerning regioselective side-chain metallation and elaboration of one of them (3-phenyl-5-ethylisoxazole) have also been carried out.
Regioselective synthesis and side-chain metalation and elaboration of 3-aryl-5-alkylisoxazoles
SCILIMATI, Antonio;VITALE, PAOLA
2002-01-01
Abstract
A number of 3-aryl-5-alkylisoxazoles have been synthesized in high yields by reacting arylnitrile oxides with free enolate ions regioselectively obtained by metallation of various alkyl methyl ketones with LDA in THF at −78°C followed by dehydration. Investigations concerning regioselective side-chain metallation and elaboration of one of them (3-phenyl-5-ethylisoxazole) have also been carried out.File in questo prodotto:
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