Biocatalytic Friedel–Crafts Acylation and Fries Reaction

Abstract: The Friedel–Crafts acylation is commonly used for the synthesis of aryl ketones, and a biocatalytic version, which may benefit from the chemo‐ and regioselectivity of enzymes, has not yet been introduced. Described here is a bacterial acyltransferase which can catalyze Friedel–Crafts C‐acylation of phenolic substrates in buffer without the need of CoA‐activated reagents. Conversions reach up to >99 %, and various C‐ or O‐acyl donors, such as DAPG or isopropenyl acetate, are accepted by this enzyme. Furthermore the enzyme enables a Fries rearrangement‐like reaction of resorcinol derivatives. These findings open an avenue for the development of alternative and selective C−C bond formation methods.

Angaben zum Objekt

• Standort: Deutsche Nationalbibliothek Frankfurt am Main
• Umfang: Online-Ressource
• Sprache: Englisch

Verweise und Beziehungen

• Erschienen in: Biocatalytic Friedel–Crafts Acylation and Fries Reaction ; volume:56 ; number:26 ; year:2017 ; pages:7615-7619 ; extent:5 ; Angewandte Chemie / International edition. International edition ; 56, Heft 26 (2017), 7615-7619 (gesamt 5)

Beteiligte, Orts- und Zeitangaben

• Urheber: Schmidt, Nina G. ; Pavkov-Keller, Tea ; Richter, Nina ; Wiltschi, Birgit ; Gruber, Karl ; Kroutil, Wolfgang

Weitere Informationen

• DOI: 10.1002/anie.201703270
• URN: urn:nbn:de:101:1-2022091706414531233924
• Rechteinformation: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Letzte Aktualisierung: 15.08.2025, 07:35 MESZ