Convenient copper-mediated Chan–Lam coupling of 2-aminopyridine: facile synthesis of N-arylpyridin-2-amines

Chemoselectivity and the Chan–Lam Coupling Reaction: Adding Amino Acids to Polymer-Coated Microelectrode Arrays

“…This result was not surprising. Chan–Lam coupling reactions with primary amine nucleophiles are more challenging than their thiol and alcohol counterparts and often benefit from the use of stoichiometric copper or special ligands. , Their relatively slower reaction with the still protected borate ester surface is consistent with those observations. In addition, the amine reactions are more sensitive to acid.…”

Palladium-Catalyzed Amination of Aryl Sulfides and Sulfoxides with Azaarylamines of Poor Nucleophilicity

“…The spectroscopic data are identical to those reported in the literature. 16,17 Yield: 40.4 mg (95%), white solid.…”

Copper Acetate Aerobic Oxidative Synthesis of Pyrido[1,2-a]benzimidazoles from Aminopyridines and Phenylboronic Acids

“…14 Ibrahim synthesized pyrido [1,2-a]benzimidazoles by condensation of (1H-benzimidazo-2-yl)acetonitrile with 3-substituted chromones. 15 Direct intramolecular C-H amination reactions to give pyrido [1,2-a]benzimidazoles from N-aryl-2-aminopyridines 16 were reported by Zhu group 17 and the Maes group. 18 Although there is a rich literature on the synthesis of pyrido[1,2-a]benzimidazoles, most of methods are restricted by the need for multistep preparations of the substrates or are limited for economic or environmental reasons.…”

“…Based on previous literature reports and on the results of the above control experiments, a plausible mechanism for the formation of pyrido [1,2-a]benzimidazole is depicted in Scheme 2. The reaction is initiated by the Chan-Lam coupling 16,21 of the 2-aminopyridine and the phenylboronic acid to give the intermediate N-(pyridin-2-yl)aniline A. The copper(II) adduct B is then formed in the presence of Cu(OAc) 2 .…”