Abstract

AbstractHerein, 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.

Highlights

  • The advent of photoredox catalysis[1] has renewed the interest of the synthetic community into radical chemistry,[2] and stimulated the development of kindred branches such as metallaphotoredox catalysis.[3]

  • Abstract: 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 forge C(sp3)ÀC(sp2) bonds

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Summary

Introduction

The advent of photoredox catalysis[1] has renewed the interest of the synthetic community into radical chemistry,[2] and stimulated the development of kindred branches such as metallaphotoredox catalysis.[3]. Owing to the intensified conditions in flow, the reaction time can be reduced from 12–48 hours to only 5–15 minutes.

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