α-Arylation of Carbonyl Compounds through Oxidative C-C Bond Activation

Angew Chem Int Ed Engl. 2019 Jul 15;58(29):9816-9819. doi: 10.1002/anie.201904899. Epub 2019 Jun 6.

Abstract

A synthetically useful approach for the direct α-arylation of carbonyl compounds through a novel oxidative C-C bond activation is reported. This mechanistically unusual process relies on a 1,2-aryl shift and results in all-carbon quaternary centers. The transformation displays broad functional-group tolerance and can in principle also be applied as an asymmetric variant.

Keywords: C−C bond activation; arylation; enolonium species; ketones; umpolung.