Synthesis of cyclic enol ethers from alkenyl-beta-dicarbonyl compounds |
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Authors: | Ferraz Helena M C Sano Myrian K Nunes Marta R S Bianco Graziela G |
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Affiliation: | Instituto de Química, Universidade de S?o Paulo, CEP 05508-900, Brazil. hmferraz@iq.usp.br |
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Abstract: | In this work we describe the cyclofunctionalization of eleven differently substituted alkenyl-beta-dicarbonyl compounds, employing three electrophilic reagents, namely, iodine, p-methoxyphenyltellurium trichloride, and phenylselenenyl bromide. The reactions occur through the enolic form of the substrates, to afford the corresponding iodo-, telluro-, or selenocyclic enol ethers. Substrates bearing trisubstituted double bonds failed in reacting with the selenium and tellurium reagents. In general, beta-diketones reacted faster than beta-keto esters with the three studied electrophiles. |
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