Details

Autor(en) / Beteiligte

• Chen, Xi
• Zhang, Zhe
• Shi, Wei-Yu
• Ding, Ya-Nan
• Luan, Yu-Yong
• Huang, Yan-Chong
• Wang, Qiang
• Liu, Xue-Yuan
• Liang, Yong-Min

Titel

Photoredox-Catalyzed N‑Directed Regioselective Difluoroalkylation of Unactivated C(sp3)–H Bonds

Ist Teil von

• Organic letters, 2023-06, Vol.25 (24), p.4456-4461

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2023

Quelle

MEDLINE

Beschreibungen/Notizen

• We report a redox-neutral, visible-light-mediated difluoroalkylation of unactivated C­(sp3)–H bonds in amides via nitrogen-centered radicals triggered intramolecular hydrogen atom transfer. Notably, all types (tertiary, secondary, and primary) of γ-C­(sp3)–H bonds displayed excellent reactivity. This methodology presents a facile route for the regioselective introduction of α,α-difluoroketone fragments into organic molecules. Moreover, the resulting gem-difluoroketones can be readily converted to structurally diverse difluoro-containing molecules, offering broad potential applications in medicinal chemistry and chemical biology.