Synthetic methods for γ-lactam and pyrrole derivatives exploiting a three-component coupling strategy |
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Authors: | Blandine Clique |
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Institution: | Laboratoire de Chimie Organique 1, CNRS UMR 5181, Université Claude Bernard, Lyon I, CPE. 43, Bd du 11 Novembre 1918, F-69622 Villeurbanne, France |
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Abstract: | 4-Aryloxymethyl-3-pyrrolines and their isomeric pyrrolidines--assembled via a one-pot, three-component coupling of propargylic amines, vinyl sulfones, and phenols--may be elaborated further to provide an easy access to 2,4-disubstituted pyrrole-3-carboxylates and 3,4-disubstituted pyrrolidin-2-ones. The latter were prepared by means of an unprecedented rearrangement process involving hydrogenolysis of 2-aryl pyrrolidine-3-carboxylates, whereas the pyrrole carboxylates arose from aromatization of the corresponding pyrrolines. |
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Keywords: | Lactams Pyrroles Hydrogenation Rearrangement Aromatization |
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