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Current Microwave Chemistry


ISSN (Print): 2213-3356
ISSN (Online): 2213-3364

One Step Ecofriendly and Metal-Free Introduction of N,N-Bisallyl Amino and N-substituted 2,5-dihydropyrrole Moieties from Primary Amines Containing Molecules

Author(s): Thomas Regnier, Lucie Girard and Olivier Lavastre

Volume 2, Issue 2, 2015

Page: [179 - 183] Pages: 5

DOI: 10.2174/2213335601666141201193252

Price: $65


A microwave-promoted transformation of various primary amines into corresponding molecules showing allylic tertiary amines or N-substituted 2,5-dihydropyrrole structures, is reported. The introduction of these key intermediates functional groups is obtained in one step, without any transition metal complexes, from commercially available halogenated compounds. This method is a fast and environmentally-friendly tool in medicinal chemistry as only water and NaX are produced as side-products and the reaction is performed under organic solvent less conditions. The flexibility of the approach was demonstrated using a diversity of primary amines with benzyl, aromatic, aliphatic, furyl and tosyl-containing substituents.

Keywords: Access to key intermediates, allylic amines, aqueous media, 2, 5-dihydropyrroles, ecofriendly process, green chemistry, medicinal chemistry, metal-free organic synthesis, microwaves irradiation, N, N-diallylic amines, solvent less reaction.

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