56506-62-8Relevant articles and documents
Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction
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Paragraph 0160-0165, (2021/05/29)
The invention provides a ligand compound capable of being used for copper catalyzed aryl halide coupling reaction, the ligand compound is a three-class compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group, and the invention also provides a catalytic system for the aryl halide coupling reaction. Thecatalytic system comprises a copper catalyst, a compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group adopted as a ligand, alkali and a solvent, and meanwhile, the invention also provides a system for the aryl halide coupling reaction adopting the catalyst system. The compound containing the 2-(substituted or non-substituted) aminopyridine nitrogen oxygen group can be used as the ligand for the copper catalyzed aryl chloride coupling reaction, and the ligand is stable under a strong alkaline condition and can well maintain catalytic activity when being used for the copper-catalyzed aryl chloride coupling reaction. In addition, the copper catalyst adopting the compound as the ligand can particularly effectively promote coupling of copper catalyzed aryl chloride and various nucleophilic reagents which are difficult to generate under conventional conditions, C-N, C-O and C-S bonds are generated, and numerous useful small molecule compounds are synthesized. Therefore, the aryl halide coupling reaction has a very good large-scale application prospect by adopting the copper catalysis system of the ligand.
Tandem Photoredox and Copper-Catalyzed Decarboxylative C(sp3)-N Coupling of Anilines and Imines Using an Organic Photocatalyst
Barzanò, Guido,Mao, Runze,Garreau, Marion,Waser, Jerome,Hu, Xile
supporting information, p. 5412 - 5416 (2020/07/14)
An organic photoredox catalyst, 4CzIPN, was used in combination with a copper catalyst, CuCl, to effect decarboxylative C(sp3)-N coupling. The coupling worked with both anilines and imines as nitrogen sources and could be used to prepare a variety of alkyl amines from readily available alkyl carboxylic acids.
Mechanistic Analysis of Metallaphotoredox C-N Coupling: Photocatalysis Initiates and Perpetuates Ni(I)/Ni(III) Coupling Activity
Till, Nicholas A.,Tian, Lei,Dong, Zhe,Scholes, Gregory D.,MacMillan, David W. C.
, p. 15830 - 15841 (2020/10/18)
The combined use of reaction kinetic analysis, ultrafast spectroscopy, and stoichiometric organometallic studies has enabled the elucidation of the mechanistic underpinnings to a photocatalytic C-N cross-coupling reaction. Steady-state and ultrafast spect
Room-temperature Cu-catalyzed: N -arylation of aliphatic amines in neat water
Wang, Deping,Zheng, Yanwen,Yang, Min,Zhang, Fuxing,Mao, Fangfang,Yu, Jiangxi,Xia, Xiaohong
supporting information, p. 8009 - 8012 (2017/10/10)
A room-temperature and PTC-free copper-catalyzed N-arylation of aliphatic amines in neat water has been developed. Using a combination of CuI and 6,7-dihydroquinolin-8(5H)-one oxime as the catalyst and KOH as the base, a wide range of aliphatic amines are arylated with various aryl and heteroaryl halides to give the corresponding products in up to 95% yield.
A 1,10-phenanthrene rowling-N-Monoxide derivatives ligand and its application
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Paragraph 0106-0117, (2016/11/21)
The invention relates to a 1,10-Phenanthroline monohydrate-dual N-monoxide derivative ligand. The derivative ligand has a structural formula as follows: FORMULA, wherein R1 and R8 are selected from hydrogen, halogen, hydroxyl, C1-C7 alkoxyl, straight-chain saturated or unsaturated C1-C6 alkyl, or branched-chain saturated or unsaturated C1-C6 alkyl; R2 to R7 are selected from hydrogen, halogen, hydroxyl, C1-C8 alkoxyl, straight-chain saturated or unsaturated C1-C6 alkyl, or branched-chain saturated or unsaturated C1-C6 alkyl, C3-C7 ring hydroxyl, benzyl, aryl or 5-7 membered heterocyclic ring. Hetero atoms (such as O or N) are contained in the ligand disclosed by the invention, and a transitional six-membered ring is formed through coordination with copper ions, so that aryl iodide, aryl bromide or aryl chloride is promoted to carry out a C-N coupling reaction with aliphatic amine or secondary aliphatic cyclammonium or aliphatic acid or nitrogen-containing heterocyclic compounds at room temperature.
Bis(2-cycloazylindolyl)titanium Complexes: Synthesis, Characterization, and the Catalytic Behaviors towards Hydroamination and Ring-opening Polymerization of ε-Caprolactone
Zhao, Jing-Jing,Pei, Hao,Chen, Yan-Mei,Lu, Ning,Liu, Jin-Na,Hu, Jin-Fa,Liu, Wei,Li, Wu,Li, Yahong
, p. 1322 - 1328 (2015/06/30)
The ligands 2-pyrazol-1-yl-1H-indole (HL1) and 2-1,2,4-triazol-1-yl-1H-indole (HL2) individually reacted with Ti(NMe2)4 in tetrahydrofuran to form the corresponding complexes Ti(L1)2(NMe2)2 (1) and Ti
Room temperature N-alkylation of amines with alcohols under UV irradiation catalyzed by Cu-Mo/TiO2
Zhang, Lina,Zhang, Yan,Deng, Youquan,Shi, Feng
, p. 3226 - 3234 (2015/06/08)
It is highly desirable to develop efficient heterogeneous photocatalysts for organic reactions. Here, we show the preparation and catalytic performance of a novel TiO2 (P25) supported Cu and Mo photocatalyst (Cu-Mo/TiO2) for N-alkylation of amines with alcohols under UV irradiation at room temperature. A variety of aromatic and aliphatic amines were selectively converted into the corresponding secondary amines or tertiary amines in moderate to excellent yields without the addition of any co-catalysts such as bases and organic ligands. Noteworthy, this catalytic system is feasible in the alkylation of anilines containing halogen substituents with alcohols and the yields of the desired products are up to 95%.
An Air-Stable Nickel(0) Phosphite Precatalyst for Primary Alkylamine C-N Cross-Coupling Reactions
Kampmann, Sven S.,Skelton, Brian W.,Wild, Duncan A.,Koutsantonis, George A.,Stewart, Scott G.
, p. 5995 - 6004 (2015/09/22)
In this report we describe the design and preparation of a new air-stable nickel phosphite based catalyst for unique C-N bond forming processes. Specifically, (BINAP)Ni[P(OPh)3]2, is presented as an effective catalyst for a range of amination reactions between aryl halides and primary alkylamines. The results are supported by relevant kinetic studies, DFT calculations and a catalytic cycle indicating possible reaction intermediates. The amination reaction between a series of aryl halides and primary alkylamines is described using a new air-stable nickel phosphite based catalyst (BINAP)Ni[P(OPh)3]2.
Ruthenium-catalyzed N-alkylation of amines with alcohols under mild conditions using the borrowing hydrogen methodology
Enyong, Arrey B.,Moasser, Bahram
, p. 7553 - 7563 (2014/09/17)
Using a simple amino amide ligand, ruthenium-catalyzed one-pot alkylation of primary and secondary amines with simple alcohols was carried out under a wide range of conditions. Using the alcohol as solvent, alkylation was achieved under mild conditions, even as low as room temperature. Reactions occurred with high conversion and selectivity in many cases. Reactions can also be carried out at high temperatures in organic solvent with high selectivity using stoichiometric amounts of the alcohol.
PROCESS FOR PREPARING AMINES BY HOMOGENEOUSLY CATALYZED ALCOHOL AMINATION IN THE PRESENCE OF A COMPLEX CATALYST COMPRISING IRIDIUM AND AN AMINO ACID
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Paragraph 0143; 0144, (2014/03/21)
The invention relates to a process for preparing amines (A) by alcohol amination of alcohols (Al) by means of an aminating agent (Am) with elimination of water, wherein the alcohol amination is carried out in the presence of a complex catalyst comprising iridium and an amino acid.