The reaction of carbanions from 3-methyl-5-phenylisoxazole with electrophilic compounds |
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Authors: | Angel Alberola Luis Calvo Teresa Rodríguez Rodríguez Carmen Saudo |
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Institution: | Angel Alberola,Luis Calvo,Teresa Rodríguez Rodríguez,Carmen Sañudo |
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Abstract: | The reactivity of 3-methyl-5-phenylisoxazole against electrophilic compounds in the presence of different bases is studied. With n-BuLi, alkylated products at C-4 position and C-3 methyl group, and, in a few cases, dialkylated isoxazoles are obtained. When the reactions are carried out with LICA, the nature of the alkylated products depends on the alkyl halide used. By using LICA-TMEDA, as deprotonating system, regio-selective reaction at the C-3 methyl group is found. |
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