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.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: 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)

Contributors, Places and Time

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

Further information

• DOI: 10.1002/anie.201703270
• URN: urn:nbn:de:101:1-2022091706414531233924
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:35 AM CEST