Ketones as directing groups in photocatalytic sp³ C-H fluorination.

ABSTRACT: The ubiquitous ketone carbonyl group generally deactivates substrates toward radical-based fluorinations, especially sites closest to it. Herein, ketones are used instead to direct aliphatic fluorination using Selectfluor, catalytic benzil, and visible light. Selective β- and γ-fluorination are demonstrated on rigid mono-, di-, tri-, and tetracyclic (steroidal) substrates employing both cyclic and exocyclic aliphatic ketones as directing groups.

SUBMITTER: Bume DD 

PROVIDER: S-EPMC5637129 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature