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

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

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 reactio...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2021-05, Vol.23 (9), p.3507-3512
Hauptverfasser: Banovetz, Haley K, Vickerman, Kevin L, David, Colton M, Alkan, Melisa, Stanley, Levi M
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00940