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

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

Volume: 2 Issue: 2

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

Affiliation:

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.

Abstract: 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.

Cite this article as:

Regnier Thomas, Girard Lucie and Lavastre Olivier, One Step Ecofriendly and Metal-Free Introduction of N,N-Bisallyl Amino and N-substituted 2,5-dihydropyrrole Moieties from Primary Amines Containing Molecules, Current Microwave Chemistry 2015; 2 (2) . https://dx.doi.org/10.2174/2213335601666141201193252