1426-61-5Relevant academic research and scientific papers
Zinc triflate-catalyzed intermolecular hydroamination of vinylarenes and anilines: Scopes and limitations
Liu, Gong-Qing,Li, Yue-Ming
, p. 7168 - 7170 (2011)
Intermolecular hydroamination of vinylarenes and anilines was studied using zinc triflate as catalyst. NMR experiments supported a Lewis acid activation of the CC double bond. Electronic/steric effect study indicated that Lewis acidity of the catalyst as well as the coordination property of the amine were the governing factors for successful hydroamination of the substrates. More nucleophilic amine would bind more tightly to the central metal, leading to an unproductive coordination. Approach of bulky amine to CC bond would be hindered, and an alternative electrophilic substitution on benzene ring of the amine would become the major reaction. Electrophilic substitution would become predominant when strong electron-donating group is presented on aniline benzene ring.
Reusable Co-nanoparticles for general and selectiveN-alkylation of amines and ammonia with alcohols
Beller, Matthias,Gawande, Manoj B.,Jagadeesh, Rajenahally V.,Kadam, Ravishankar G.,Li, Xinmin,Ma, Zhuang,Petr, Martin,Zbo?il, Radek,Zhou, Bei
, p. 111 - 117 (2022/01/06)
A general cobalt-catalyzedN-alkylation of amines with alcohols by borrowing hydrogen methodology to prepare different kinds of amines is reported. The optimal catalyst for this transformation is prepared by pyrolysis of a specific templated material, which is generatedin situby mixing cobalt salts, nitrogen ligands and colloidal silica, and subsequent removal of silica. Applying this novel Co-nanoparticle-based material, >100 primary, secondary, and tertiary amines includingN-methylamines and selected drug molecules were conveniently prepared starting from inexpensive and easily accessible alcohols and amines or ammonia.
Iron-catalysed hydroboration of non-activated imines and nitriles: Kinetic and mechanistic studies
Bazkiaei, Adineh Rezaei,Wiseman, Michael,Findlater, Michael
, p. 15284 - 15289 (2021/05/19)
Iron-catalysed hydroboration of imines and nitriles has been developed under low catalyst loading (1 mol%) in the presence of HBpin. A wide scope of substrate was found to smoothly undergo hydroboration, including electron releasing/withdrawing and haloge
Synthesis and application of axially chiral biscarbolines with functional N-O and sulfone for 1,2-transfer hydrogenations of ketimines
Xing, Yongfei,Wu, Shijie,Dong, Mengxian,Wang, Jie,Liu, Li,Zhu, Huajie
supporting information, (2019/08/08)
A series of axially chiral biscarboline-based sulfones were synthesized from L-tryptophane and applied for enantioselective 1,2-transfer hydrogenations of ketimines using trichlorosilane. The catalyst 4e, which had a tertiary butyl group, exhibited a good conversion and high enantioselectivities up to 96%ee in the series of reactions.
Chiral Br?nsted Acid-Catalyzed Metal-Free Asymmetric Direct Reductive Amination Using 1-Hydrosilatrane
Skrypai, Vladislav,Varjosaari, Sami E.,Azam, Fawwaz,Gilbert, Thomas M.,Adler, Marc J.
, p. 5021 - 5026 (2019/05/10)
The asymmetric direct reductive amination of prochiral ketones with aryl amines using 1-hydrosilatrane with a chiral Br?nsted acid catalyst is reported. This is the first known example of chiral Br?nsted acid-catalyzed asymmetric reductive amination using
Cyclometalated Half-Sandwich Iridium Complex for Catalytic Hydrogenation of Imines and Quinolines
Yao, Zi-Jian,Lin, Nan,Qiao, Xin-Chao,Zhu, Jing-Wei,Deng, Wei
, p. 3883 - 3892 (2018/11/24)
Several C,N-chelate cyclometalated half-sandwich iridium-based catalysts for imines and quinoline derivatives reduction have been prepared through metal-mediated C-H bond activation based on benzothiazole ligands. These iridium complexes exhibited high catalytic activity for hydrogenation of various types of imines with high yields. The most active catalyst was obtained from methoxyl substituted complex 2, showing the catalytic TOF value of 975 h-1 for the reduction of imine 6a. Additionally, these half-sandwich complexes also showed high efficiency for the catalytic hydrogenation of N-heterocyclic quinoline derivatives. Good catalytic activity was displayed for various kinds of substrates with either electron-donating or electron-withdrawing groups. Complexes 1-5 were fully characterized by NMR, IR, and elemental analysis. Molecular structures of complexes 1 and 4 were further confirmed by X-ray diffraction analysis.
B(C6F5)3-catalyzed transfer hydrogenations of imines with Hantzsch esters
Wang, Qiaotian,Chen, Jingjing,Feng, Xiangqing,Du, Haifeng
supporting information, p. 1448 - 1451 (2018/03/08)
Highly efficient transfer hydrogenations of imines were realized with as low as 0.1 mol% of B(C6F5)3 by using Hantzsch esters as a hydrogen source, furnishing a variety of amines in 80-99% yields. For the asymmetric transf
Conversion of aldimines to secondary amines using iron-catalysed hydrosilylation
Saini, Anu,Smith, Cecilia R.,Wekesa, Francis S.,Helms, Amanda K.,Findlater, Michael
supporting information, p. 9368 - 9372 (2019/01/03)
Iron-catalyzed hydrosilylation of imines to amines using a well-defined iron complex is reported. This method employs relatively mild conditions, by reaction of imine, (EtO)3SiH in a 1 : 2 ratio in the presence of 1 mol% precatalyst ([BIAN]Fe(η6-toluene), 3, BIAN = bis(2,6-diisopropylaniline)acenaphthene) at 70 °C. A broad scope of imines was readily converted into the corresponding secondary amines without the need for precatalyst activators.
N,N-coordination Rh complex as well as synthesis method and application thereof
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Paragraph 0050; 0051; 0052, (2018/03/28)
The invention belongs to the technical field of synthesis of organic metal compounds and particularly relates to an N,N-coordination Rh complex as well as a synthesis method and an application thereof. Firstly, a ligand is synthesized from methyl 1H-pyrrole-2-carboxylate as an initial raw material and further reacts with Rh(COD)2Cl, and a metal complex with Rh as a central atom is obtained. The synthesis method is simple, the complex as a catalyst can be used for catalyzing a series of reductive amination reactions of derivatives of acetophenone and aniline, and the product yield is good and is 90% or above.
Commercial Supported Gold Nanoparticles Catalyzed Alkyne Hydroamination and Indole Synthesis
Liang, Shengzong,Hammond, Luisa,Xu, Bo,Hammond, Gerald B.
supporting information, p. 3313 - 3318 (2016/10/21)
Commercial gold nanoparticles supported on titanium dioxide (TiO2) were found to be a highly efficient catalyst for alkyne hydroamination. Terminal alkynes could easily undergo intermolecular hydroamination with low catalyst loadings (0.2 mol% Au) under solvent-free conditions. Indoles were efficiently synthesized using microwave heating through intramolecular hydroamination. (Figure presented.).
