Phosphine Catalysis of the Fluorination of Unactivated Tertiary Alkyl Chlorides under Mild and Convenient Conditions

Due to the significance of organofluorine compounds in disciplines ranging from medicine to agriculture to materials science, the invention of new methods for the creation of carbon-fluorine bonds is an important objective. Among the underdeveloped dimensions in this area are the fluorination of hindered alkyl halides (particularly chlorides) and the discovery of catalysts for such fluorination processes. Herein, we report a mild method for the fluorination of unactivated tertiary alkyl chlorides (and bromides), catalyzed by inexpensive PPh3. This straightforward process is compatible with a range of hindered electrophiles and a variety of functional groups.

Automated summary

In this paper, a mild method for the synthesis of carbon-fluorine bonds by fluorination of hindered alkyl halides was reported. The method is simple and compatible with various functional groups.