Visible-Light-Mediated Photocatalytic Difunctionalization of Olefins by Radical Acylarylation and Tandem Acylation/Semipinacol Rearrangement.

Bergonzini G, Cassani C, Lorimer-Olsson H, Hörberg J, Wallentin CJ

Chemistry 22 (10) 3292-3295 [2016-03-01; online 2016-02-02]
PubMed: 26781301 DOI: 10.1002/chem.201504985 Crossref: 10.1002/chem.201504985

A novel method for the mild photoredox-mediated tandem radical acylarylation and tandem acylation/semipinacol rearrangement has been developed. The synthesis of highly functionalized ketones bearing all-carbon α- or β-quaternary centers has been achieved using easily available symmetric aromatic carboxylic anhydrides as the acyl radical source. The method allows for a straightforward introduction of the keto functionality and concomitant construction of molecular complexity in a single operation.

Swedish NMR Centre (SNC) [Service]