Regioselective Copper-Catalyzed Boracarboxylation of Vinyl Arenes
journal contribution
posted on 2016-11-30, 00:00 authored by 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. PoppRegioselective 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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carbon dioxideutilityNSAIDvinyl arenesNew boron-functionalized α- aryl carboxylic acidstransformationbiVinyl Arenes Regioselective copper-catalyzed boracarboxylationderivatizationdifluoroboralactonenonsteroidal anti-inflammatory drugshydroxyfluorocarboxylation productsyieldRegioselective Copper-Catalyzed Boracarboxylationbond
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