Regioselective Copper-Catalyzed Boracarboxylation of Vinyl Arenes
Trevor W. Butcher, Edward J. McClain, Tyler G. Hamilton, Trina M. Perrone, Kayla M. Kroner, Gregory C. Donohoe, Novruz G. Akhmedov, Jeffrey L. Petersen, Brian V. Popp
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Source: Crossref
Published: Nov 30, 2016
DOI: 10.1021/acs.orglett.6b03326
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Abstract 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.
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