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

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.