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BIBTEX RIS

Addition of activated olefins to cyclic N-acyliminium ions in ionic liquids

2006; Elsevier BV; Volume: 47; Issue: 10 Linguagem: Inglês

10.1016/j.tetlet.2005.12.102

1873-3581

Ronaldo A. Pilli, Luís Gustavo Robello, Nilton Soares Camilo, Jaı̈rton Dupont, Alexandre A.M. Lapis, Brenno A. D. Neto,

Ionic liquids properties and applications

Organoindate(III) ionic liquid (BMI·InCl4) was successfully employed in the nucleophilic addition of allyltrimethylsilane, silyl enol ethers and ketene silyl acetals to in situ generated cyclic N-acyliminium ions at room temperature without the need of an external Lewis acid. The corresponding α-substituted heterocycles were obtained in good yields and the recovered ionic liquid phase could be reused at least three times.