Electrochemical C(sp3)-H Fluorination

Synlett. 2019 Jun;30(10):1178-1182. doi: 10.1055/s-0037-1611737. Epub 2019 Mar 1.

Abstract

A simple and robust method for electrochemical alkyl C-H fluorination is presented. Using a simple nitrate additive, a widely available fluorine source (Selectfluor), and carbon-based electrodes, a wide variety of activated and unactivated C-H bonds were converted to their C-F congeners. The scalability of the reaction was also demonstrated with a 100 gram preparation of fluorovaline.

Keywords: C–H functionalization; electrochemistry; fluorination; organic synthesis; radical.