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Gold(I)-Catalyzed Regioselective Hydroarylation of Propiolic Acid with Arylboronic Acids

Kolimi Sayyad Basha and Rengarajan Balamurugan*

*School of Chemistry, University of Hyderabad, Gachibowli, Hyderabad 500046, India, Email: balauohyd.ac.in

K. S. Basha, R. Balamurugan, Org. Lett., 2023, 25, 4803-4807.

DOI: 10.1021/acs.orglett.3c01492



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Abstract

A gold-catalyzed intermolecular hydroarylation of propiolic acid with arylboronic acids is highly regioselective and occurs at the less electrophilic carbon to afford α-aryl acrylic acids in attractive yields. This carboxylic acid-directed arylation offers easy access to NSAID precursors.

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proposed mechanism



Key Words

arylation, α,β-unsaturated carboxylic acids


ID: J54-Y2023