Butcher TW1, McClain EJ1, Hamilton TG1, Perrone TM1, Kroner KM1, Donohoe GC1, Akhmedov NG1, Petersen JL1, Popp BV1.
Org Lett. 2016 Dec 16;18(24):6428-6431. Epub 2016 Nov 30.Regioselective copper-catalyzed boracarboxylation of vinyl arenes with bis(pinacolato)diboron and carbon dioxide has been achieved. New boron-functionalized α-aryl carboxylic acids, including nonsteroidal anti-inflammatory drugs (NSAIDs), are obtained in moderate to excellent yields. The synthetic utility of the transformation was shown through subsequent derivatization of the carbon-boron bond yielding formal hydroxy- and fluorocarboxylation products as well as anionic difluoroboralactones.