Rapid and Direct Photocatalytic C(sp3 )-H Acylation and Arylation in Flow.
Daniele MazzarellaAntonio PulcinellaLoïc BovyRémy BroersmaTimothy NoëlPublished in: Angewandte Chemie (International ed. in English) (2021)
Herein, we report a photocatalytic procedure that enables the acylation/arylation of unfunctionalized alkyl derivatives in flow. The method exploits the ability of the decatungstate anion to act as a hydrogen atom abstractor and produce nucleophilic carbon-centered radicals that are intercepted by a nickel catalyst to ultimately forge C(sp3 )-C(sp2 ) bonds. Owing to the intensified conditions in flow, the reaction time can be reduced from 12-48 hours to only 5-15 minutes. Finally, kinetic measurements highlight how the intensified conditions do not change the reaction mechanism but reliably speed up the overall process.