Rhodium-Catalyzed ortho Acylation of Aromatic Carboxylic Acids

New directions: The carboxylic acid functional group directs the ortho acylation of benzoic acids with carboxylic anhydrides in the presence of a rhodium catalyst (see scheme; cod=cyclo‐1,5‐octadiene). The acylation at the ortho position is complementary to the meta selectivity of Friedel–Crafts rea...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2013-06, Vol.52 (26), p.6704-6708
Main Authors: Mamone, Patrizia, Danoun, Grégory, Gooßen, Lukas J.
Format: Article
Language:English
Subjects:
acylation
anhydrides
CH functionalization
ketones
rhodium
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Summary:New directions: The carboxylic acid functional group directs the ortho acylation of benzoic acids with carboxylic anhydrides in the presence of a rhodium catalyst (see scheme; cod=cyclo‐1,5‐octadiene). The acylation at the ortho position is complementary to the meta selectivity of Friedel–Crafts reactions. The resulting products can undergo protodecarboxylation to deliver an aryl ketone.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201301328