One-Pot Synthesis of a New Series of 3-Alkoxy-5-hydroxy-5-trifluoromethylpyrrolidin-2-ones from 1,1,1-Trifluoro-4-alkoxyalk-3-en-2-ones

Nilo Zanatta; Luciana S. Rosa; Maria F. M. Cortelini; Simone Beux; Ana P. D. Santos; Helio G. Bonacorso; Marcos A. P. Martins

doi:10.1055/s-2002-35217

PAPER

One-Pot Synthesis of a New Series of 3-Alkoxy-5-hydroxy-5-trifluoromethylpyrrolidin-2-ones from 1,1,1-Trifluoro-4-alkoxyalk-3-en-2-ones

Nilo Zanatta*, Luciana S. Rosa, Maria F. M. Cortelini, Simone Beux, Ana P. D. Santos, Helio G. Bonacorso, Marcos A. P. Martins
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97. 105-900, Santa Maria, RS, Brazil
Fax: +55(55)2208031; e-Mail: zanatta@base.ufsm.br;

Abstract

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Abstract

The synthesis of a new series of 3-alkoxy-5-hydroxy-5-trifluoromethyl pyrrolidin-2-ones 2a-h from the reaction of 1,1,1-trifluoro-4-alkoxyalk-3-en-2-ones 1a-h of the general formula F₃CC(O)C(R²)=C(R¹)OR, where: R = Me, Et, -(CH₂)₂-, -(CH₂)₃-; R¹ = H, Me, Ph, p-Me-Ph, p-F-Ph; and R² = H, Me, -(CH₂)₂-, -(CH₂)₃- with sodium cyanide in hydro-alcoholic medium is reported.

Key words

ketones - pyrrolidin-2-ones - lactams - heterocycles - fluorine

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References

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