Palladium-Catalyzed Intramolecular Self-Alkylation of Polyfluoroarene via Heck and Decarboxylation Process

An efficient palladium-catalyzed cyclization and polyfluorophenylation of gamma,delta-unsaturated polyfluorobenzoyl oxime ester via iminopalladation/polyfluorobenzoyloxy decarboxylation cascade reaction is developed. The protocol provides a practical and atom-economical access to a broad scope of various polyfluorophenylated dihydropyrrole derivatives. The reaction effectively utilizes the polyfluorobenzoyloxy leaving group as polyfluorophenylated source for the first time, precluding the need of additional polyfluoroarene. This is the first example of the introduction of electron-deficient arenes in the further transformation of Narasaka-Heck-type reaction. Additionally, the reaction is conducted in a short time.