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

JP Bouillon, B Tinant, JM Nuzillard, C Portella

Index: Bouillon, Jean-Philippe; Tinant, Bernard; Nuzillard, Jean-Marc; Portella, Charles Synthesis, 2004 , # 5 p. 711 - 721

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Citation Number: 13

Abstract

Abstract γ-Keto thioesters were easily transformed into α, β-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.