Synthesis of new 3-(1-ethylsulfanyl-2-perfluoroalkyl)-5-hydroxy-5-methyl (or 5-phenyl)-1,5-dihydro-pyrrol-2-ones starting from gamma-keto thioesters and amines

Bouillon, JP.;Tinant, Bernard;Nuzillard, JM;Portella, C
(2004) Synthesis : journal of synthetic organic chemistry — n° 5, p. 711-721 (2004)

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  • Bouillon, JP.
    Author
  • Tinant, BernardUCLouvain
    Author
  • Nuzillard, JM
    Author
  • Portella, C
    Author
Abstract
gamma-Keto thioesters were easily transformed into alpha,beta-unsaturated lactams using a two-step process (via furans) or by a one-pot reaction. This methodology is general and efficient leading to a varied substitution pattern. The structures of all new heterocycles were assigned using 2D NMR experiments, computer-assisted elucidation, and X-ray diffraction analyses.
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Bouillon, JP., Tinant, B., Nuzillard, J., & Portella, C. (2004). Synthesis of new 3-(1-ethylsulfanyl-2-perfluoroalkyl)-5-hydroxy-5-methyl (or 5-phenyl)-1,5-dihydro-pyrrol-2-ones starting from gamma-keto thioesters and amines. Synthesis : journal of synthetic organic chemistry, 5, 711-721. https://doi.org/10.1055/s-2004-815970 (Original work published 2004)