Amidyl Radical Directed γ-C(sp3)-H Functionalization with Silyl Enol Ethers via Photoredox Catalysis

Herein we reported an efficient photoredox-catalyzed reaction for site-selective C(sp(3))-H functionalization of carboxamides with silyl enol ethers as radical acceptors. The reaction proceeded through amidyl radical-directed 1,5-hydrogen atom transfer (1,5-HAT) and C(sp(3))-C(sp(3)) bond formation via radical addition of silyl enol ethers. The process features mild conditions and high functional-group tolerance, allowing the preparation of a series of carboxamides with pendant carbonyl moieties.

Automated summary

We have reported an efficient photoredox-catalyzed reaction for site-selective C(sp(3))-H functionalization of carboxamides with silyl enol ethers as radical acceptors. The reaction proceeds through amidyl radical-directed 1,5-hydrogen atom transfer (1,5-HAT) and C(sp(3))-C(sp(3)) bond formation via radical addition of silyl enol ethers. The process exhibits mild conditions and high functional-group tolerance, enabling the preparation of a range of carboxamides with pendant carbonyl moieties.