96921-36-7Relevant academic research and scientific papers
Achieving Aliphatic Amine Addition to Arylalkynes via the Lewis Acid Assisted Triazole-Gold (TA-Au) Catalyst System
Jia, Teng,Fan, Shengyu,Li, Fengmian,Ye, Xiaohan,Zhang, Wenke,Song, Zhiguang,Shi, Xiaodong
supporting information, p. 6019 - 6023 (2021/08/03)
Transition metal catalyzed intermolecular hydroamination of the arylalkynes with aliphatic amine is generally problematic due to the good coordination between amine and metal cation. With the combination of 1,2,3-triazole coordinated gold(I) catalyst (TA-Au) and Zn(OTf)2 cocatalyst, this challenging transformation was achieved with good to excellent yields and regioselectivity. Compared to previously reported methods, this approach offered an alternative catalyst system to achieve this fundamental chemical transformation with high efficiency and practical conditions.
Iron-Catalyzed Intermolecular 1,2-Difunctionalization of Styrenes and Conjugated Alkenes with Silanes and Nucleophiles
Yang, Yuan,Song, Ren-Jie,Ouyang, Xuan-Hui,Wang, Cheng-Yong,Li, Jin-Heng,Luo, Shenglian
supporting information, p. 7916 - 7919 (2017/06/27)
The first iron-catalyzed 1,2-difunctionalization of styrenes and conjugated alkenes with silanes and either N or C, using an oxidative radical strategy, is described. Employing FeCl2 and di-tert-butyl peroxide allows divergent alkene 1,2-difunctionalizations, including 1,2-aminosilylation, 1,2-arylsilylation, and 1,2-alkylsilylation, which rely on a wide range of nucleophiles, namely, amines, amides, indoles, pyrroles, and 1,3-dicarbonyls, thus providing a powerful platform for producing diverse silicon-containing alkanes.
Copper-catalyzed intermolecular regioselective hydroamination of styrenes with polymethylhydrosiloxane and hydroxylamines
Miki, Yuya,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
supporting information, p. 10830 - 10834 (2013/10/22)
Playing Reversi with H and N: A copper-catalyzed intermolecular regioselective hydroamination of styrenes with polymethylhydrosiloxane and hydroxylamine derivatives has been developed. The catalysis accommodates challenging β-substituted substrates. Moreover, the chiral biphosphine-ligated copper complex successfully forms benzylamines with good enantiomeric ratios. Copyright
Design, synthesis, and evaluation of 2-phenoxy-indan-1-one derivatives as acetylcholinesterase inhibitors
Sheng, Rong,Lin, Xiao,Li, Jingya,Jiang, Yanke,Shang, Zhicai,Hu, Yongzhou
, p. 3834 - 3837 (2007/10/03)
A series of 2-phenoxy-indan-1-one derivatives have been designed, synthesized, and tested as acetylcholinesterase inhibitors. The most potent compound exhibited high AChE inhibitory activity (IC50 = 50 nM), and the molecular docking study indicated that it was nicely accommodated by AChE.
Intermolecular, Markovnikov Hydroamination of Vinylarenes with Alkylamines
Utsunomiya, Masaru,Hartwig, John F.
, p. 14286 - 14287 (2007/10/03)
A transition metal-catalyzed intermolecular hydroamination of vinylarenes with alkylamines is reported. The combination of Pd(O2CCF3)4, DPPF, and TfOH was the most effective catalyst of those tested. Control experiments without palladium, acid, or ligand all occurred in low yield. The reaction of various vinylarenes with cyclic and acyclic alkylamines in the presence of 5 mol % of this catalyst formed the corresponding arylethylamine products in moderate to high yields. For example, reactions of morpholine, 4-phenylpiperazine, 4-Boc-piperazine, isoindoline, and tetrahydroisoquinoline with styrene all occurred in 58?75% yield. Acyclic amines such as N-benzylmethylamine and n-hexylmethylamine reacted with 2-vinylnaphthalene in 63% and 53% yields, respectively. Mechanistic investigations showed that the reaction occurred through an η3-arylethyl palladium complex. The reactions of this complex with alkylamines generated product in combination with regenerating free vinylarene, Pd(0), and ammonium salt. Thus, one hurdle to developing hydroamination of vinylarenes with palladium complexes is the faster elimination of free vinylarene from the η3-arylethyl complex than addition to form the C?N bond. The feasibility of conducting enantioselective hydroaminations with alkylamines was also examined. The product from addition of N-benzylmethylamine to 2-vinylnaphthalene was generated in 63% ee and 36% yield in the presence of Pd(OCOCF3)2, a ferrotane ligand, and TfOH cocatalyst. Copyright
Formic Acid Reduction of Enamines. Scope of the Reaction
Nilsson, Asa,Carlson, Rolf
, p. 187 - 190 (2007/10/02)
The scope of enamine reduction with formic acid has been investigated.The compounds studied include enamines from aldehydes, aliphatic ketones, aryl alkyl ketones and functionalized ketones.The procedure is simple and allows the reaction to be conducted without solvent.The method gives short reaction times and generally good yields of saturated amines.
