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

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.

Key words

fluorine - nitrogen heterocycles - lactam - pyrrol-3-one

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