Site-selective α-C(sp³)-H arylation of dialkylamines via hydrogen atom transfer catalysis-enabled radical aryl migration.

ABSTRACT: Site-selective C(sp³)-H arylation is an appealing strategy to synthesize complex arene structures but remains a challenge facing synthetic chemists. Here we report the use of photoredox-mediated hydrogen atom transfer (HAT) catalysis to accomplish the site-selective α-C(sp³)-H arylation of dialkylamine-derived ureas through 1,4-radical aryl migration, by which a wide array of benzylamine motifs can be incorporated to the medicinally relevant systems in the late-stage installation steps. In contrast to previous efforts, this C-H arylation protocol exhibits specific site-selectivity, proforming predominantly on sterically more-hindered secondary and tertiary α-amino carbon centers, while the C-H functionalization of sterically less-hindered N-methyl group can be effecti

SUBMITTER: Xu J 

PROVIDER: S-EPMC11310330 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature