科研速览 · Science Skim继续刷下去 · Keep skimming →
◆ Organic Letters2025-10-29· Chemistry

Aryl Carboxylic Acids as Structure-Tunable HAT Agents for Photochemical Site-Selective C(sp <sup>3</sup> )–H <i>gem</i> -Difluoroallylation of Amides

Yujie Shan, Fang-Qi Gao, Chunhua Xu, Hua-Wei Liu, Lijun Tang, Jing‐Jing Zhang, Weifan Wang, Zupeng Chen, Zupeng Chen, Zhen Chen, Zhen Chen

原始摘要(英文原文)· Original abstract
A photoredox-catalyzed strategy using aryl carboxylic acids as structure-tunable hydrogen atom transfer (HAT) agents is presented to enable the site-selective gem -difluoroalkenylation of C(sp 3 )–H bonds in amides under visible light. This redox-neutral method delivers up to 50:1 selectivity and 91% yield, tolerating diverse amide scaffolds and challenging α-trifluoromethyl alkyl alkenes. Late-stage functionalization of pharmaceuticals highlights its utility. Mechanistic studies reveal an aryl carboxyl radical-mediated HAT pathway, followed by radical addition, reduction, and β-fluoride elimination to furnish gem -difluoroalkenes.
读原文 · Read the paper ↗

AI 追问PRO

登录后使用 AI 追问

讨论区

登录后参与讨论

相关论文 · Related

Aryl Carboxylic Acids as Structure-Tunable HAT Agents for Photochemical Site-Selective C(sp <sup>3</sup> )–H <i>gem</i> -Difluoroallylation of Amides — 科研速览 Science Skim