Chemodivergent Csp³─F bond functionalization and cross-electrophile alkyl-alkyl coupling with alkyl fluorides.

ABSTRACT: The widespread use of fluorinated organic compounds in the health, agrochemical, and materials sciences is sustained by a steadily growing pool of commercially available fine chemicals. The synthetic utility of the increasingly ubiquitous Csp³─F bond, however, remains to be fully exploited, which is often a difficult task because of its paramount stability and chemical inertness. Here, we demonstrate chemodivergent activation of monofluoroalkyl compounds toward either nucleophilic or electrophilic intermediates. This is accomplished under conditions that are compatible with several reaction types and many functional groups, which drastically widens the current scope of organofluorine chemistry and sets the stage for carbon-carbon and carbon-heteroatom bond formations, stereosele

SUBMITTER: Balaraman K 

PROVIDER: S-EPMC9140971 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature