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Issue 36, 2012
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Synthetic approach to flavanones and flavonesvialigand-free palladium(ii)-catalyzed conjugate addition of arylboronic acids to chromones

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Abstract

The remarkable catalytic effects of Fe(OTf)3 in the context of the Pd(II)-catalyzed conjugate addition of arylboronic acids to chromones were observed to yield a variety of flavanones under mild conditions. The addition of catalytic amounts of DDQ and KNO2 to the reactions exclusively yielded flavone analogs. The reaction scope for the transformation was fairly broad, affording good yields of a wide range of flavanones and flavones, which are privileged structures in many biologically active compounds.

Graphical abstract: Synthetic approach to flavanones and flavones via ligand-free palladium(ii)-catalyzed conjugate addition of arylboronic acids to chromones

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Supplementary files

Article information


Submitted
01 Jun 2012
Accepted
17 Jul 2012
First published
20 Jul 2012

Org. Biomol. Chem., 2012,10, 7305-7312
Article type
Paper

Synthetic approach to flavanones and flavones via ligand-free palladium(II)-catalyzed conjugate addition of arylboronic acids to chromones

D. Kim, K. Ham and S. Hong, Org. Biomol. Chem., 2012, 10, 7305
DOI: 10.1039/C2OB26061A

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