Alkene Carboxy-Alkylation via CO₂^•.

ABSTRACT: Herein, we introduce a new platform for alkene carboxy-alkylation. This reaction is designed around CO₂^•- addition to alkenes followed by radical polar crossover, which enables alkylation through carbanion attack on carbonyl electrophiles. We discovered that CO₂^•- adds to alkenes faster than it reduces carbonyl electrophiles and that this reactivity can be exploited by accessing CO₂^•- via hydrogen atom transfer from formate. This photocatalytic system transforms vinylarenes and carbonyl compounds into a diverse array of substituted γ-lactone products. Furthermore, indoles can be engaged through dearomative carboxy-alkylation, delivering medicinally relevant C(sp³)-rich heterocyclic scaffolds. Mechanistic studies r

SUBMITTER: Dang Y 

PROVIDER: S-EPMC12062844 | biostudies-literature | 2024 Dec

REPOSITORIES: biostudies-literature