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

ABSTRACT: α-Amino phosphorus compounds are significant structural motifs in natural products, pharmaceuticals and organocatalysis. The construction of such motifs by hydrogen atom transfer (HAT), however, is rare. Herein, we describe a photocatalytic net 1,2-HAT of nitrogen-centered radicals for the formation of C(sp³)-P bonds. This net 1,2-HAT proceeds via 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 t

SUBMITTER: Pan A 

PROVIDER: S-EPMC12617445 | biostudies-literature | 2026 Jan

REPOSITORIES: biostudies-literature