posted on 2025-03-14, 16:33authored byAbdurrahman Turksoy, Andrea Weßels, Kristina Deckers, Christian D.-T. Nielsen, Franziska Schoenebeck
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.