26863-63-8Relevant academic research and scientific papers
Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction
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Paragraph 0086-0091; 0096, (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.
Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C?CN Bond Activation
Wu, Ke,Rong, Qiang,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Jin, Liqun,Hu, Xinquan
, p. 4708 - 4713 (2021/08/27)
A nickel-catalyzed amination to access diarylamines has been developed through C?CN bond activation of aryl nitriles with anilines. In this developed catalytic protocol, various aromatic and heteroaromatic nitriles could be utilized as the electrophiles to couple with substituted anilines. A diversity of diarylamines were obtained in 15–95% yields. (Figure presented.).
Well-Designed N-Heterocyclic Carbene Ligands for Palladium-Catalyzed Denitrative C-N Coupling of Nitroarenes with Amines
Chen, Kai,Chen, Wanzhi,Chen, Wei,Liu, Miaochang,Wu, Huayue
, p. 8110 - 8115 (2019/08/26)
The C-N bond formation is one of the fundamental reactions in organic chemistry, because of the widespread presence of amine moieties in pharmaceuticals and biologically active compounds. Palladium-catalyzed C-N coupling of haloarenes represents one of the most efficient approaches to aromatic amines. Nitroarenes are ideal alternative electrophilic coupling partners, since they are inexpensive and readily available. The denitration and cross-coupling using nitroarenes as the electrophilic partners is challenging, because of the low reactivity of the Ar-NO2 bond toward oxidative addition. We report here the C-N coupling of nitroarenes and amines using palladium/5-(2,4,6-triisopropylphenyl)imidazolylidene[1,5-a]pyridines as the catalyst. The ligands are readily available from commercial chemicals. The reaction shows broad substrate scope and functional group tolerance. The method is applicable to both aromatic and aliphatic amines, and many secondary and tertiary aromatic amines bearing various functional groups were obtained in high yields.
COMPOUND COLORANT COMPOSITION COMPRISING SAME AND RESIN COMPOSITION COMPRISING SAME
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Paragraph 0208-0210, (2017/12/28)
The present specification relates to a novel compound, a coloring composition including the same, and a resin composition including the same. The compound is represented by chemical formula 1. The compound has excellent solubility with respect to a solvent and excellent chemical resistance.
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.
TRIARYLMETHANE COMPOUND
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Paragraph 0066; 0067, (2018/10/10)
PROBLEM TO BE SOLVED: To provide a triarylmethane compound having excellent tinctorial power useful as a cationic dye. SOLUTION: The present invention provides a novel triarylmethane compound represented by general formula (I). (Ar is a substituted/unsubstituted divalent aromatic group; R1-R6 independently represent H, an aliphatic hydrocarbon group substituted/unsubstituted by an aromatic hydrocarbon group and the like, or an aromatic hydrocarbon group substituted/unsubstituted by a halogen atom and the like; at least one of R1-R6 is a C6 or more alicyclic hydrocarbon group; a is the number of 1 or more; and Xa- is an a-valent anion.) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
COLORANT DISPERSION LIQUID, COLORED RESIN COMPOSITION FOR COLOR FILTER, COLOR FILTER, LIQUID CRYSTAL DISPLAY DEVICE, AND LIGHT-EMITTING DISPLAY DEVICE
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Paragraph 0141; 0142, (2018/10/16)
PROBLEM TO BE SOLVED: To provide a colorant dispersion liquid capable of forming a coating film having excellent heat resistance, high luminance, and high contrast. SOLUTION: The colorant dispersion liquid contains a colorant (A), a dispersant (B), and a solvent (C). The colorant (A) contains a colorant represented by formula (I) (where Ar represents a divalent aromatic group which may have a substituent; R1 to R6 each independently represent a hydrogen atom, an aliphatic hydrocarbon group which may have at least one of an aromatic hydrocarbon group, a halogen atom, and a hydroxyl group as a substituent, or the like; a represents a number of 1 or more; and Xa- represents an a-valent anion). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
Palladium-catalyzed reductive coupling of phenols with anilines and amines: efficient conversion of phenolic lignin model monomers and analogues to cyclohexylamines
Chen, Zhengwang,Zeng, Huiying,Gong, Hang,Wang, Haining,Li, Chao-Jun
, p. 4174 - 4178 (2015/06/25)
Phenols, being readily available from naturally abundant lignins, are important future feedstocks for the renewable production of fuels, chemicals, and energy. Herein, a highly efficient Pd-catalyzed direct coupling of phenolic lignin model monomers and analogues with anilines to give cyclohexylamines using cheap and safe sodium formate as hydrogen donor is described. A variety of secondary and tertiary substituted cyclohexylamines can be synthesized under convenient conditions in moderate to excellent yields.
Development of a general non-noble metal catalyst for the benign amination of alcohols with amines and ammonia
Cui, Xinjiang,Dai, Xingchao,Deng, Youquan,Shi, Feng
supporting information, p. 3665 - 3675 (2013/03/29)
The N-alkylation of amines or ammonia with alcohols is a valuable route for the synthesis of N-alkyl amines. However, as a potentially clean and economic choice for N-alkyl amine synthesis, non-noble metal catalysts with high activity and good selectivity are rarely reported. Normally, they are severely limited due to low activity and poor generality. Herein, a simple NiCuFeOx catalyst was designed and prepared for the N-alkylation of ammonia or amines with alcohol or primary amines. N-alkyl amines with various structures were successfully synthesized in moderate to excellent yields in the absence of organic ligands and bases. Typically, primary amines could be efficiently transformed into secondary amines and N-heterocyclic compounds, and secondary amines could be N-alkylated to synthesize tertiary amines. Note that primary and secondary amines could be produced through a one-pot reaction of ammonia and alcohols. In addition to excellent catalytic performance, the catalyst itself possesses outstanding superiority, that is, it is air and moisture stable. Moreover, the magnetic property of this catalyst makes it easily separable from the reaction mixture and it could be recovered and reused for several runs without obvious deactivation. Copyright
A one-pot azido reductive tandem mono-N-alkylation employing dialkylboron triflates: Online ESI-MS mechanistic investigation
Shankaraiah, Nagula,Markandeya, Nagula,Srinivasulu, Vunnam,Sreekanth, Kokkonda,Reddy, Ch. Sanjeeva,Santos, Leonardo S.,Kamal, Ahmed
experimental part, p. 7017 - 7026 (2011/10/10)
An efficient one-pot reductive tandem mono-N-alkylation of both aromatic and aliphatic azides using dialkylboron triflates as alkylating agents has been examined under standardized reaction conditions. This methodology after optimization has been employed toward the syntheses of various secondary alkyl as well as aryl amines, including the synthesis of N10-butylated pyrrolo[2,1-c][1,4]benzodiazepine-5,11-diones via in situ azido reductive-cyclization process. This protocol is particularly attractive to provide an environmentally benign and practical method for mono-N-alkylation from organic azides without the use of toxic catalysts or corrosive alkylating agents. In addition, the mechanistic aspects have been investigated and the intermediates associated with this selective transformation have been intercepted and characterized by online monitoring of the reaction by ESI-MS/MS.
