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

Org Lett. 2021 May 7;23(9):3507-3512. doi: 10.1021/acs.orglett.1c00940. Epub 2021 Apr 12.

Abstract

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.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.