Photocatalyzed hydrogen atom transfer enables multicomponent olefin oxo-amidomethylation under aerobic conditions.

ABSTRACT: The direct functionalization of abundant and readily available feedstock chemicals has emerged as a powerful strategy to rapidly increase molecular complexity and access valuable scaffolds. Herein, we report a novel photocatalyzed three-component oxo-amidomethylation of aromatic olefins under aerobic conditions, enabling the synthesis of N-(γ-oxopropyl)amides via simultaneous incorporation of two orthogonal functional groups across the alkene C[double bond, length as m-dash]C bond in a single step. Mechanistic features include the photocatalyzed hydrogen atom transfer (HAT)-mediated engagement of the α-N-alkyl C(sp³)-H bond in inexpensive, unfunctionalized amide feedstocks and the trapping of a key olefin-derived carbon-centered radical intermediate by molec

SUBMITTER: Lepori M 

PROVIDER: S-EPMC12679465 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature