1802-28-4Relevant articles and documents
Iridium/Bipyridine-Catalyzed ortho-Selective C-H Borylation of Phenol and Aniline Derivatives
Li, Hong-Liang,Kanai, Motomu,Kuninobu, Yoichiro
supporting information, p. 5944 - 5947 (2017/11/10)
An iridium-catalyzed ortho-selective C-H borylation of phenol and aniline derivatives has been successfully developed. Iridium/bipyridine-catalyzed C-H borylation generally occurred at the meta- and para-positions of aromatic substrates. Introduction of an electron-withdrawing substituent on the bipyridine-type ligand and a methylthiomethyl group on the hydroxy and amino groups of the phenol and aniline substrates, however, dramatically altered the regioselectivity, affording exclusively ortho-borylated products. The reaction proceeded in good to excellent yields with good functional group tolerance. C-H borylation was applied to the synthesis of a calcium receptor modulator.
The synthesis of poly-nitrile aromatic and oligopyridine ligands via palladium-catalyzed cyanation of aryl halides
Veauthier, Jacqueline M.,Carlson, Christin N.,Collis, Gavin E.,Kiplinger, Jaqueline L.,John, Kevin D.
, p. 2683 - 2686 (2007/10/03)
Modification of Seller's palladium-catalyzed cyanation procedure for simple aromatic halides leads to a versatile and rapid route to complex multi-nitrile aryl and oligopyridyl ligands that improves on known literature methods. By heating the reagents in the high boiling solvent mesitylene to reflux temperatures at ambient pressure, we have observed the conversion of halogenated precursors to the corresponding nitrile compounds. The resulting compounds can be precipitated from CH2Cl2 solutions of the reaction mixtures and isolated as pure compounds in moderate to high yields. The current approach offers a safer alternative to the pressure tube method, as it does not involve the use of KCN at high pressures. Georg Thieme Verlag Stuttgart.
