Synthesis of 3-substituted pyrrolidin-2-ones and 3-substituted piperidin-2-ones from esters
Year: 2024
Type: article
Abstract: δ-Lactams and γ-lactams present important structural moieties which are found in many pharmaceuticals, targeting a wide array of diseases.1,2 Starting from commercially available esters, we developed a facile method for the synthesis of 3-substituted pyrrolidin-2-ones and piperidin-2-ones.To this end, the ester is α-alkylated with 2-azidoethyl trifluoromethanesulfonate or 2-azidopropyl trifluoromethanesulfonate, followed by azide reduction and ring closure.A continuous flow protocol was developed for the azide -amine transformation but a batch protocol is available as well.
Source: ARKIVOC
Authors: Lara Brunotte, Lars Beckmann, Marko Ljiljanic, Till Opatz
Institution: Johannes Gutenberg University Mainz
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
OpenAlex ID: W4402208727