36995-27-4Relevant articles and documents
Iridium-Catalyzed C-Alkylation of Methyl Group on N-Heteroaromatic Compounds using Alcohols
Onoda, Mitsuki,Fujita, Ken-Ichi
supporting information, p. 7295 - 7299 (2020/10/02)
In this study, we developed a catalytic system for the C-alkylation of a methyl group on N-heteroaromatic compounds, including pyridine, pyrimidine, pyrazine, quinoline, quinoxaline, and isoquinoline, using alcohols based on a hydrogen-borrowing process with [Cp*IrCl2]2 (Cp*: η5-pentamethylcyclopentadienyl) combined with potassium t-butoxide and 18-crown-6-ether as the catalyst precursor.
Electrochemical Adamantylation of Styrylpyridines
Hess, U.,Huhn, D.
, p. 301 - 308 (2007/10/02)
The reaction between electrochemically generated anion radicals of the 4-(4-styryl)-pyridines 1-6 and 1-bromoadamantane gives, in solvents of low proton availability as N,N-dimethylformamide via an electron transfer in solution and formation of 1-adamantyl-radicals, monoadamantylated pyrid-4-yl-phenylethanes.The major product results from an anion radical/radical-coupling in the 2(β)-next the 1(α)-position.A competing pathway of the electrohydroadamantylation is the hydrogeneration of the -CH=CH-double bond, whose importance increases with the water content of the solvent.Based on cyclic-voltammetric evidence and product distribution, the mechanism of the reductive coupling of 1-6 in the presence of 1-bromoadamantane is discussed in terms of indirect electrolysis.
