Selective C-F Functionalization of Unactivated Trifluoromethylarenes.

ABSTRACT: Fluorinated organic molecules are pervasive within the pharmaceutical and agrochemical industries due to the range of structural and physicochemical properties that fluorine imparts. Currently, the most abundant methods for the synthesis of the aryl-CF₂ functionality have relied on the deoxyfluorination of ketones and aldehydes using expensive and poorly atom economical reagents. Here, we report a general method for the synthesis of aryl-CF₂R and aryl-CF₂H compounds through activation of the corresponding trifluoromethyl arene precursors. This strategy is enabled by an endergonic electron transfer event that provides access to arene radical anions that lie outside of the catalyst reduction potential. Fragmentation of these reactive intermediates delivers di

SUBMITTER: Vogt DB 

PROVIDER: S-EPMC6703934 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature