A Sterically Tuned Directing Auxiliary Promotes Catalytic 1,2-Carbofluorination of Alkenyl Carbonyl Compounds.

ABSTRACT: The site-selective palladium-catalyzed three-component coupling of unactivated alkenyl carbonyl compounds, aryl- or alkenylboronic acids, and N-fluorobenzenesulfonimide is described herein. Tuning of the steric environment on the bidentate directing auxiliary enhances regioselectivity and facilitates challenging C(sp³ )-F reductive elimination from a Pd^IV intermediate to afford 1,2-carbofluorination products in moderate to good yields.

SUBMITTER: Liu Z 

PROVIDER: S-EPMC9851970 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature