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◆ Chemical Science2025-11-05· Radical

1,2-Hydrogen atom transfer of aminyl radicals under photoredox catalysis for the synthesis of α-amino phosphine oxides

Ailin Pan, Madeline E. Rotella, Yamiao Meng, Xun Tian, Shengzu Duan, Yonggang Jiang, Guogang Deng, Bart Limburg, Hongbin Zhang, Marisa C. Kozlowski, Patrick J. Walsh, Xiaodong Yang

原始摘要(英文原文)· Original abstract
deprotonation of N-centered radicals without the requirement of external strong bases, instead being facilitated by the benzoate anion generated during the reaction. This process enables the synthesis of α-amino phosphine oxides bearing various functional groups under mild conditions. The gram-scale synthesis demonstrates the scalability of the net 1,2-HAT rearrangement/radical-radical coupling reaction, which has been used in the preparation of an antitumor agent. Mechanistic investigations, including radical trapping experiments, Stern-Volmer fluorescence quenching experiments, cyclic voltammogram studies, cross-over experiments, KIE studies and DFT calculations support a net 1,2-HAT pathway.
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1,2-Hydrogen atom transfer of aminyl radicals under photoredox catalysis for the synthesis of α-amino phosphine oxides — 科研速览 Science Skim