Site-selective remote C(sp³)-H heteroarylation of amides via organic photoredox catalysis.

ABSTRACT: Radical translocation processes triggered by nitrogen-centered radicals (NCRs), such as 1,5-hydrogen atom transfers (1,5-HAT), demonstrated by the well-established Hofmann-Löffler-Freytag (HLF) reaction, provide an attractive approach for the controllable and selective functionalization of remote inert C(sp³)-H bonds. Here we report an amidyl radical-triggered site-selective remote C(sp³)-H heteroarylation of amides under organic photoredox conditions. This approach provides a mild and highly regioselective reaction affording remote C(sp³)-H heteroarylated amides at room temperature under transition-metal free, weakly basic, and redox-neutral conditions. Non-prefunctionalized heteroarenes, such as purines, thiazolopyridines, benzoxazole, benzothiazoles, ben

SUBMITTER: Chen H 

PROVIDER: S-EPMC6800443 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature