Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 25, 2025

A C(sp3)-H allylation of tetrahydroisoquinolines has been developed by combining Shono oxidation with a vinylogous Mannich-type reaction. TEMPO was used as the electrocatalyst to lower electrode potential, improving functional group compatibility. This method provided practical and efficient tandem procedure for α-allylation tetrahydroisoquinolines. The reaction proceeded through formation an iminium cation intermediate, which generated in situ anodic oxidation, followed nucleophilic addition 2-allylazaarenes.

Language: Английский