4316-53-4Relevant academic research and scientific papers
A copper(ii) complex as an intermediate of copper(i)-catalyzed C-N cross coupling of N-phenylaniline with aryl halide by in situ ESI-MS study
Tseng, Chia-Kai,Tseng, Mei-Chun,Han, Chien-Chung,Shyu, Shin-Guang
, p. 6686 - 6688 (2011)
Complexes [Cu(NPh2)2]-, [Cu(NPh 2)I]- and K[Cu(phen)(NPh2) (p-tolyl)] + were observed by in situ electrospray ionization mass spectrometry (ESI-MS) analysis of the copper(i)-cata
DIARYL AMINE COMPOUND AND METHOD FOR PRODUCING THE SAME
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Paragraph 0218; 0235-0237, (2021/03/16)
The present invention relates to a process for the preparation of diaryl amine compounds. A compound represented by chemical formula 1, a compound represented by chemical formula 2, and a synthetic reagent in a solvent, the synthetic reagent being CsF, KF, 18 - crown -6, K. 2 CO3, [TBAT] The present invention relates to a process for the preparation of diaryl amine compounds comprising a material selected from the group consisting of a (tetrabutylammonium difluorotriphenylsilicate), TBAF (tetrabutylammonium fluoride) and combinations thereof. Chemical Formula 1. Chemical Formula 2. The diaryl amine compound can be synthesized under the absence of a transition metal to be used to synthesize diaryl amine compounds having various substituents.
Design of Benzimidazolyl Phosphines Bearing AlterableP,OorP,N-Coordination: Synthesis, Characterization, and Insights into Their Reactivity
Wong, Shun Man,Choy, Pui Ying,Zhao, Qingyang,Yuen, On Ying,Yeung, Chung Chiu,So, Chau Ming,Kwong, Fuk Yee
supporting information, p. 2265 - 2271 (2021/05/05)
A new series of hemilabile benzimidazolyl phosphines is reported. Entities in this ligand family can be easily assembled and prepared on a large scale via a simple one-pot procedure. X-ray crystallographic analyses show that the Pd metal center can coordinate in different fashions, where it relies on the size of the ?PR2group. With the same ligand scaffold, the ligand having a ?PCy2moiety displays better efficiency in expediting aromatic C-C bond-coupling reactions, while the ligand associated with a ?P-t-Bu2group, in contrast, promotes C-N bond-forming reactions.
A Tetraarylpyrrole-Based Phosphine Ligand for the Palladium-Catalyzed Amination of Aryl Chlorides
Sai, Masahiro
supporting information, p. 5422 - 5428 (2021/10/08)
A tetraarylpyrrole-based phosphine ligand L1 in combination with Pd(dba)2 provided a catalyst for the Buchwald-Hartwig amination reaction. A variety of amines were rapidly coupled with aryl chlorides at a Pd loading of 0.5 mol%. The selective monoarylation of aliphatic primary amines was achieved in the presence of 0.8 equiv. water. Comparison experiments were also conducted, which revealed that the catalytic activity of L1 is superior to representative phosphine ligands in the Pd-catalyzed C?N coupling of various amines. (Figure presented.).
Mixed er-NHC/phosphine Pd(ii) complexes and their catalytic activity in the Buchwald-Hartwig reaction under solvent-free conditions
Ageshina, Alexandra A.,Sterligov, Grigorii K.,Rzhevskiy, Sergey A.,Topchiy, Maxim A.,Chesnokov, Gleb A.,Gribanov, Pavel S.,Nechaev, Mikhail S.,Asachenko, Andrey F.,Bermeshev, Maxim V.,Melnikova, Elizaveta K.
supporting information, p. 3447 - 3452 (2019/04/30)
A series of novel (NHC)PdCl2-PR3 complexes were synthesized and fully characterized by 1H, 13C, 31P NMR and FT-IR spectroscopy. These complexes showed high catalytic activity toward solvent-free Buchwald-Hartwig amination. Both primary and secondary amines were efficiently utilized under the same reaction conditions. The solvent-free synthesis of valuable N-aryl carbazoles and similar N-heterocyclic systems was described.
PHOSPHINE COMPOUND, CROSSLINKED COMPOSITION, AND MANUFACTURING METHOD OF AROMATIC AMINE COMPOUND
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Paragraph 0044-0046; 0047-0048, (2019/12/25)
PROBLEM TO BE SOLVED: To provide a phosphine compound capable of constituting a transition metal complex excellent in reaction speed and selectivity as a catalyst. SOLUTION: There is provided a phosphine compound represented by the formula (I). In the formula Ar represents each independently an aryl group which may be substituted, R1 represents each independently a linear, branched or cyclic alkyl group, R2 represents each independently a linear, branched or cyclic alkyl group, alkoxy group or aryl group which may be substituted, or neighboring 2 R2 are bound each other to form a ring, and n represents an integer of 0 to 4. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
Transition-Metal-Free Diarylation of Isocyanates with Arynes
Jang, Woo Cheol,Hwang, Dong Wook,Seo, Jeong Hoon,Ko, Haye Min
supporting information, (2019/08/30)
A facile method for the transition-metal-free diarylation of isocyanates with arynes in the presence of cesium fluoride has been developed, which affords functionalized diaryl amines in moderate to excellent yields. This reaction has good functional group tolerance and provides excellent regioselectivity by utilizing a methoxy-substituted aryne precursor.
With four hydroxy active site of three aryl amine compound and its preparation method
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Paragraph 0040; 0041; 0046; 0047; 0048, (2018/10/04)
The application relates to a four-hydroxy active site of three aryl amine compound of preparation method, the method to diphenylamine, to toluene as raw materials, through the halogen amino coupling, wells meyer - Harker reaction, aldol reaction, hydrogenation reaction, the reduction reaction of the ester of step to obtain the compound. The application of the preparation method uses a relatively mild reaction conditions, and has simple reaction route.
METHOD FOR PRODUCING AROMATIC AMINE
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Paragraph 0047; 0049, (2018/06/13)
PROBLEM TO BE SOLVED: To provide a method for producing aromatic amine solving the problem that, in the case a halogen atom is selected as the well-known leaving group of a coupling reaction raw material compound, since harmful halogen waste is by-produced after reaction, waste liquid treatment is complicated and an environmental load is high and further solving the problem that, in the case a trifluoromethanesulfonyloxy group is selected as the leaving group, an environmental load upon the production of a raw material compound having a trifluoromethanesulfonyloxy group is high, and also, the production operation is complicated. SOLUTION: Provided is a method for producing an aromatic amine compound characterized in that an aromatic nitro compound and an amine compound are brought into cross coupling reaction in the presence of a metal catalyst. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT
Transition-Metal-Free N-Arylation of Amines by Triarylsulfonium Triflates
Tian, Ze-Yu,Ming, Xiao-Xia,Teng, Han-Bing,Hu, Yu-Tian,Zhang, Cheng-Pan
supporting information, p. 13744 - 13748 (2018/09/14)
A simple and efficient method for transition-metal-free N-arylation of various amines by triarylsulfonium triflates is described. Both aliphatic and aromatic amines were smoothly converted at 80 °C in the presence of tBuOK or KOH to give the corresponding mono N-arylated products in good to high yields. The molar ratios of the reactants and the choice of bases had a big effect on the reaction. When a large excess of [Ph3S][OTf] and tBuOK were employed for primary amines under the standard conditions, the bis(N-phenyl) products were predominantly formed. This method was also applicable to the synthesis of bioactive N-phenyl amino acid derivatives. The control experiments, the deuterium labelling study, and the presence of regioisomers of N-arylated products when using 4-substituted triarylsulfonium triflates suggested that the reaction might proceed through an aryne intermediate. The present protocol demonstrated that triarylsulfonium salts are versatile arylation reagents in the construction of CAr?N bonds.
