Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids

J Org Chem. 2019 Aug 16;84(16):10012-10023. doi: 10.1021/acs.joc.9b01162. Epub 2019 Jul 26.

Abstract

A total of 47 flavanones were expediently synthesized via one-pot β-arylation of chromanones, a class of simple ketones possessing chemically unactivated β sites, with arylboronic acids via tandem palladium(II) catalysis. This reaction provides a novel route to various flavanones, including natural products such as naringenin trimethyl ether, in yields up to 92%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boronic Acids / chemistry*
  • Catalysis
  • Chromones / chemistry*
  • Flavanones / chemical synthesis*
  • Flavanones / chemistry
  • Molecular Structure
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Boronic Acids
  • Chromones
  • Flavanones
  • Palladium