A Photo- andElectrochemistry-Triggered Redox-NeutralCyclization Strategy to Access Cyclic <i>N</i>‑CF<sub>3</sub> Amides
While the construction of <i>N</i>-CF<sub>3</sub> amides has seen significant progress, the current synthetic repertoire is largely limited to noncyclic variants. Here, we report synthetic access to <i>N</i>-CF<sub>3</sub> isoindolinones. The developed redox-neutral cyclization leverages amino acid-derived <i>N</i>-CF<sub>3</sub> redox-active esters under photo- or electrochemical activation. Mechanistic studies reveal that <i>N</i>-CF<sub>3</sub> uniquely enables this disconnection through its distinct electronic impact, which enhances conformational flexibility and lowers the propensity for overoxidation.
Publication Details
- Journal
- Figshare
- Published
- 2025-03-14
- DOI
- https://doi.org/10.1021/acs.orglett.5c00355.s001
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00