Integrated Transition Metal Catalysed Reactions: Synthesis of Polysubstituted 4-(Phenoxymethyl)-3-pyrrolines and Their Isomers by One-Pot Coupling of Propargylamines, Vinyl Sulfones (or Nitroalkenes) and Phenols

Abstract

Polysubstituted 4-(phenoxymethyl)-3-pyrrolines and their isomeric 4-(phenoxymethylene)pyrrolidines have been prepared by sequential one-pot coupling of three components: a propargylamine, a vinyl sulfone (or nitroalkene) and a phenolic derivative. The methodology is based on the sequential integration of a Cu-catalysed cycloaddition and a Pd-catalysed allylic substitution reaction. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)