Abstract
The application of the Suzuki-Miyaura reaction in the synthesis of flavonoids, an important class of natural products, is reviewed. This reaction has not only been employed to provide access to flavonoid nuclei, but has also been applied to the synthesis of dimeric flavonoids and in the synthesis of libraries of flavonoid derivatives for biological activity studies. The classes of flavonoids that are discussed are the chalcones, flavones, isoflavones, neoflavones, biflavones and derivatives of flavonoids obtained by C-C bond formation via the Suzuki-Miyaura reaction.
Highlights
Flavonoids are plant secondary metabolites with a C6C3C6 skeleton and can be divided into three main classes, i.e., flavonoids, isoflavonoids and neoflavonoids (4-arylcoumarins)
Unlike other methods that have been employed in the synthesis of flavonoids, the Suzuki-Miyaura reaction often employs mild conditions that are compatible with a variety of functional groups
In a variation of the Suzuki-Miyaura reaction, Tsoi et al reported the formation of an unsubstituted isoflavone by the palladium-catalyzed oxidative cross-coupling of a diazochromone (49) with phenylboronic acid in 60% yield (Scheme 14) [59]
Summary
Flavonoids are plant secondary metabolites with a C6C3C6 skeleton and can be divided into three main classes, i.e., flavonoids, isoflavonoids and neoflavonoids (4-arylcoumarins). Unlike other methods that have been employed in the synthesis of flavonoids, the Suzuki-Miyaura reaction often employs mild conditions that are compatible with a variety of functional groups. This enables the synthesis of flavonoids of natural origin and derivatives from precursors bearing sensitive substituents [1,2,3,4]. The method readily offers access to a variety of flavonoids for biological activity studies by using different organoboron starting materials in the final stages of the synthesis [4,5,6,7,8,9,10]. The syntheses of the four classes of flavonoids and some of their dimeric analogues using the Suzuki-Miyaura reaction are reviewed
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
