Palladium-Catalyzed Intermolecular Alkene Carboacylation via Ester C-O Bond Activation. 2021

Haley K Banovetz, and Kevin L Vickerman, and Colton M David, and Melisa Alkan, and Levi M Stanley
Department of Chemistry, Iowa State University, Ames, Iowa 50011, United States.

We report palladium-catalyzed intermolecular carboacylation of alkenes with ester electrophiles and tetraarylborate nucleophiles. Bicyclic alkenes react with a variety of pentafluorophenyl benzoate and alkanoate esters and sodium tetraarylborates to form ketone products in ≤99% yields. These reactions occur in the absence of a directing group and demonstrate esters are competent acyl electrophiles for intermolecular alkene carboacylation reactions.

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