36995-27-4Relevant academic research and scientific papers
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.
Pd-Catalyzed reductive heck reaction of olefins with aryl bromides for Csp2-Csp3 bond formation
Jin, Liqun,Qian, Jiaxia,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan
supporting information, p. 5752 - 5755 (2018/06/07)
We developed a Pd-catalyzed intermolecular reductive Heck reaction to construct Csp2-Csp3 bonds between aryl bromides and olefins. Various styrene derivatives, acyclic and cyclic alkenes, were well tolerated to couple with varied aryl bromides in linear selectivity. Kinetic and deuterium labeling experiments suggested that i-PrOH provides a hydride through β-H elimination.
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.
