Synthesis of Functionalized Pyrrolidinone Scaffolds via Smiles-Truce Cascade.

ABSTRACT: Arylsulfonamides have been found to react with cyclopropane diesters under simple base treatment to give α-arylated pyrrolidinones. This one-pot process comprises three steps: nucleophilic ring-opening of the cyclopropane, reaction of the resulting enolate in a Smiles-Truce aryl transfer, and lactam formation. The reaction represents a new, operationally simple approach to biologically active pyrrolidinones and expands Smiles-Truce arylation methods to encompass sp³ electrophilic centers in cascade processes.

SUBMITTER: Sephton T 

PROVIDER: S-EPMC10510726 | biostudies-literature | 2023 Sep

REPOSITORIES: biostudies-literature