Merging the Norrish type I reaction and transition metal catalysis: photo- and Rh-promoted borylation of C–C σ-bonds of aryl ketones† † Electronic supplementary information (ESI) available: Details of experimental procedures and spectral data. See DOI: https://doi.org/10.1039/d2sc06801j

ABSTRACT: Synthesis of arylboronates via borylation of C–C σ-bonds of aryl ketones was achieved by the combined use of photoenergy and a Rh catalyst. The cooperative system enables α-cleavage of photoexcited ketones to generate aroyl radicals via the Norrish type I reaction, which are successively decarbonylated and borylated with the rhodium catalyst. This work establishes a new catalytic cycle merging the Norrish type I reaction and Rh catalysis and demonstrates the new synthetic utility of aryl ketones as aryl sources for intermolecular arylation reactions. Synthesis of arylboronates via borylation of C–C σ-bonds of aryl ketones was achieved by the combined use of photoenergy and a Rh catalyst.

SUBMITTER: Fujimaki Y 

PROVIDER: S-EPMC9945184 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature