Organofluorine compounds possess unique and desirable properties with applications spanning the pharmaceutical, agricultural, and materials industries. Despite being ideal transformations, methods to selectively fluorinate Csp<sup>3</sup>–H bonds are still scarce and in need of development. Previous work in the Cook Group demonstrated that N-fluoro-2-methylbenzamides selectively transfer fluorine upon reaction with iron(II) triflate to provide the benzyl fluoride in yields up to 93%. Attempts to change from the rigid 2-methylbenzamide class to linear alkyl systems caused the yields to plummet. This work presents our latest efforts in the optimization of the fluorine transfer reaction for open-chain, unactivated systems.

Fluoroamide-directed fluorination of unactivated C–H bonds

255th National Meeting (2018)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.