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Updated: Oct 28, 2026

Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade
Published on: August 14, 2019
Late-stage diversification of 5-hydroxyflavones by Suzuki-Miyaura and Buchwald-Hartwig cross-coupling
N Delporte1,2,3, O Cadoret1, T Zurbach1
1Université Clermont Auvergne - INP Clermont Auvergne, Institute CCF, CNRS 6296, Clermont-Ferrand, France. Isabelle.thomas@sigma-clermont.fr.
Abstract:
Late-stage diversification of 5-hydroxyflavones for structure-activity relationship studies was achieved using two classical palladium-catalysed methodologies: Suzuki-Miyaura and Buchwald-Hartwig cross-coupling reactions. Both protocols start from common halogenated 5-hydroxy-3'-trifluoromethylflavone precursors, obtained on a 10 g scale in good overall yield through an optimised Baker-Venkataraman route. Sixteen biaryl flavones were then prepared by conventional heating (41 to 93% yield) and thirteen diarylamino flavones were obtained under microwave irradiation (23 to 99% yield), offering a practical platform for medicinal chemistry applications.
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Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
