Palladium-catalyzed cross-coupling reactions of arylboronic acids with π-deficient heteroaryl chlorides was written by Ali, Naji M.;McKillop, Alexander;Mitchell, Michael B.;Rebelo, Ricardo A.;Wallbank, Philip J.. And the article was included in Tetrahedron in 1992.Synthetic Route of C11H9NO This article mentions the following:
The palladium-catalyzed cross-coupling reactions of arylboronic acids with a variety of π-deficient heteroaryl chlorides proceed in high yield. [1,4-Bis(diphenylphosphino)butane)palladium(II) dichloride [Pd(dppb)Cl2] was found to be a very satisfactory catalyst for monocyclic heteroaryl chlorides, whereas tetrakis(triphenylphosphine)palladium(0) [Pd(Ph3)4] was found to be excellent for a range of chloroquinoline derivatives Thus, the Pd(dppb)Cl2-catalyzed cross-coupling reaction of PhB(OH)3 with 3-chloropyridine gave 71% arylpyridine I, whereas the Pd(Ph3)4-catalyzed cross-coupling reaction of PhB(OH)3 with 2-chloroquinoline gave 96% arylquinoline II. The Pd(dppb)Cl2-catalyzed cross-coupling reaction of (2-PrOC6H4)B(OH)2 with 2-chloropyrimidine gave 98% arylpyrimidine III. In the experiment, the researchers used many compounds, for example, 5-Phenylpyridin-2-ol (cas: 76053-45-7Synthetic Route of C11H9NO).
5-Phenylpyridin-2-ol (cas: 76053-45-7) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Synthetic Route of C11H9NO