Palladium-Catalyzed Highly Selective ortho-Halogenation (I, Br, Cl) of Arylnitriles via sp2 C-H Bond Activation Using Cyano as Directing Group was written by Du, Bingnan;Jiang, Xiaoqing;Sun, Peipei. And the article was included in Journal of Organic Chemistry in 2013.Category: nitriles-buliding-blocks This article mentions the following:
A palladium-catalyzed ortho-halogenation (I, Br, Cl) of arylnitrile is described. The optimal reaction conditions were identified after examining various factors such as catalyst, additive, solvent, and reaction temperature Using cyano as the directing group, the halogenation reaction gave good to excellent yields. E.g., in presence of Pd(OAc)2 and p-toluenesulfonic acid, reaction of PhCN and NIS gave 84% 2-IC6H4CN. The method is compatible for arylnitriles with either electron-withdrawing or electron-donating groups. The reaction is available at least the gram scale. The present method was successfully applied to the synthesis of the precursors of paucifloral F and isopaucifloral F. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-dichlorobenzonitrile (cas: 99835-27-5Category: nitriles-buliding-blocks).
4-Bromo-2,6-dichlorobenzonitrile (cas: 99835-27-5) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Category: nitriles-buliding-blocks
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts