Solvent-free, metal-free, aza-Prins cyclization: unprecedented access to δ-sultams.

Damien Clarisse, Béatrice Pelotier, Fabienne Fache

Université Lyon1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), UMR CNRS 5246, 43, Bd du 11 novembre 1918, 69622 Villeurbanne cedex, France.

Chemistry (Weinheim an der Bergstrasse, Germany) 2013 Jan 14

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Aza-Prins and the pauper: Aza-Prins cyclization between γ,δ-unsaturated tosylamines and aldehydes was successfully performed under solvent-free and metal-free conditions. When applied to β,γ-unsaturated sulfonamides, the corresponding δ-sultams were isolated in good yields (see scheme). This approach constitutes a new route to cyclic sulfonamides. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Damien Clarisse, Béatrice Pelotier, Fabienne Fache. Solvent-free, metal-free, aza-Prins cyclization: unprecedented access to δ-sultams. Chemistry (Weinheim an der Bergstrasse, Germany). 2013 Jan 14;19(3):857-60