- Diarylamine Synthesis via Desulfinylative Smiles Rearrangement
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Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherw
- Sephton, Thomas,Large, Jonathan M.,Butterworth, Sam,Greaney, Michael F.
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p. 1132 - 1135
(2022/02/09)
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- Antioxidant and method for preparing antioxidant
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The invention discloses an antioxidant and a method for preparing the antioxidant. An intermediate 2 reacts with an intermediate 5 to obtain an intermediate 14, the intermediate 14 isoxidized with potassium permanganate, an esterification reaction is then carried out with an intermediate 13 to obtain an intermediate 15, the intermediate 15 is reduced with tin powder to obtain an intermediate 16, the intermediate 16 and the intermediate 8 are subjected to dehydration condensation, the antioxidant is prepared, the antioxidant contains a large number of sulfur atoms, the sulfur atoms can be oxidized to form sulfoxide and sulfone compounds, the antioxidant has good oxidation resistance, free radicals generated by macromolecules can be captured, then the free radical branching reaction is inhibited, and the antioxidant activity is improved. The oxidation resistance of the high-molecular material is improved, and the self relative molecular mass is large and is not easy to separate out from the high-molecular material.
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Paragraph 0021; 0046; 0051; 0054; 0059; 0062; 0067
(2021/08/06)
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- A post-synthetically modified metal-organic framework for copper catalyzed denitrative C-N coupling of nitroarenes under heterogeneous conditions
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Here we report, for the first time, the Ullmann C-N coupling reaction of nitroarenes which is achieved by using a copper containing metal-organic framework (MOF) catalyst under heterogenous conditions. The ready availability of nitroarenes and their low cost have made them ideal replacements for haloarenes as electrophilic coupling partners. Notably, the reaction protocol suppresses the by-product formation in the catalytic reaction. The catalyst has been designed and synthesized by two step post-synthesis functionalization of a MOF,viz.dabco MOF-1 with a -NH2functional group (DMOF-NH2). In the post-synthetic treatment, salicylaldehyde has been used for organic modification first and then copper(ii) was successfully incorporated onto the inner surface of the porous material. The hybrid porous solid thus obtained has been employed in the catalytic C-N coupling reaction of nitroarenes with a wide variety of amines under heterogeneous conditions, which displayed very high turnover frequencies (TOF) in catalytic reactions attesting its efficacy towards theN-arylation reaction.
- Maity, Tanmoy,Ghosh, Pameli,Das, Soma,Saha, Debraj,Koner, Subratanath
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p. 5568 - 5575
(2021/04/06)
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- Sodium Butylated Hydroxytoluene: A Functional Group Tolerant, Eco-Friendly Base for Solvent-Free, Pd-Catalysed Amination
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NaBHT (sodium 2,6-di-tert-butyl-4-methylphenolate), a strong, but hindered and lipophilic base, has been effectively paired with similarly lipophilic, high-reactivity Pd-NHC (N-heterocyclic carbene) catalysts to produce an ideal combination for performing
- Semeniuchenko, Volodymyr,Braje, Wilfried M.,Organ, Michael G.
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supporting information
p. 12535 - 12539
(2021/08/03)
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- NaBHT Generated in Situ from BHT and NaO tBu: Crystallographic Characterization and Applications in Buchwald-Hartwig Amination
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NaBHT is a valuable medium-strength base useful for many applications, particularly for Buchwald-Hartwig coupling. The structures of solvent-free NaBHT and its solvates with Et2O, THF, tBuOH, and a THF/tBuOH mixture were established using single-crystal X-ray diffraction. While [NaBHT·Et2O]2 adopts a dimeric structure and crystallizes in a monoclinic cell, [NaBHT·THF]3, [NaBHT·tBuOH]3, and [NaBHT·(THF-tBuOH)]3 prefer a trimeric structure and crystallize in cubic cells. Solvent-free [NaBHT]n is different from solvated NaBHT and from other known sodium phenolates. It is an inorganic polymer that crystallizes in an orthorhombic cell, with a NaO core spreading in the [1 0 0] direction. Agostic interactions of the tBu group hydrogens with Na, which were confirmed for all structures, may help explain the reductive properties of NaBHT. Further, interactions of BHT with tBuONa in solution and in the solid state were examined, reveraling that NaBHT does not need to be prepared from pyrophoric NaH or metallic Na every time. Instead, it can be generated efficiently in or ex situ using NaOtBu in solution or with only a stoichiometric amount of solvent to assist in bringing the reactants together. Application of this methodology was demonstrated with the efficient, solvent-free, and Pd-catalyzed C-N coupling with Pd(NHC) catalysts.
- Semeniuchenko, Volodymyr,Ovens, Jeffrey S.,Braje, Wilfried M.,Organ, Michael G.
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p. 3276 - 3290
(2021/10/12)
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- A new copper complex on graphene oxide: A heterogeneous catalyst for N-arylation and C-H activation
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Graphene oxide supported Cu (II) ligand complex (GO?AP/L-Cu) has been synthesized and characterized by FT-IR, Raman, PXRD, UV–Visible, TGA, XPS, FESEM, TEM, EDAX, Elemental mapping, BET, CHNS and AAS analysis. The complex has been found to be efficient and reusable heterogeneous catalyst for the N-arylation and C-H activation reactions, both the catalytic reactions were found to be simple, cleaner and give high yields (~ 90%) of product. The catalyst can be easily filtered out from the reaction mixture and reused up to four times without significant loss of catalytic activity. The reported method is economical and novel in the sense that aqueous medium was used for both the reactions and for the stability of the catalyst. All isolated organic products were fully characterized on the basis of their physical and spectral data.
- Mittal, Ayushi,Kumari, Shweta,Parmanand,Yadav, Deepak,Sharma, Sunil K.
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- Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation
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Reaction of 1,4-diazabutadiene (p-RC6H4N = C(H)(H)C = NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) with CuCl2·2H2O in methanol at ambient temperature (25 °C) affords a group of doubly chloro-bridged dicopper complexes of type [{CuI(L-R)Cl}2], designated as 1-R. Similar reaction carried out in acetonitrile furnishes a family of doubly chloro-bridged dicopper complexes of type [{CuII(L-R)Cl2}2], designated as 2-R. Molecular structures of 1-OCH3 and 2-OCH3 have been determined by X-ray crystallography. While copper(I) is having a nearly tetrahedral N2Cl2 coordination sphere in 1-OCH3, the N2Cl3 coordination sphere around copper(II) is distorted square pyramidal in nature in 2-OCH3. Isolated 2-R complexes, on dissolution in methanol, are found to undergo facile reduction of the metal center to generate the corresponding 1-R complexes. The 1-R and 2-R complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the 1-R and 2-R complexes shows both metal-centered and ligand centered redox responses. The 1-R complexes are found to efficiently catalyze C-N cross-coupling reactions between arylboronic acids and aryl amines; while the 2-R complexes display notable catalytic efficiency for nitroaldol reactions.
- Mukherjee, Aparajita,Basu, Semanti,Bhattacharya, Samaresh
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- Diamine compound containing bis(diphenylamine)-tetraphenyl ethylene structure and preparation method thereof, polyamide and preparation method thereof
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The invention relates to the technical field of electric control fluorescence, and provides a diamine compound containing a bis(diphenylamine)-tetraphenyl ethylene structure. The diamine compound hasa structure shown as formula I, the diamine compound provided by the invention has a "2, 2-triphenylamine-tetraphenyl ethylene" structure, in polyamide prepared from the diamine compound, a tetraphenyl ethylene group with an aggregation-induced emission effect endows polyamide with the excellent characteristic of bright fluorescence in a solid state, and enables polyamide to have a high fluorescence quantum yield; meanwhile, star-shaped tetraphenyl ethylene and triphenylamine structures in the polyamide can weaken close packing of a polyamide molecular chain and improve the ion doping rate, sothat the electric control fluorescence response time of the polymer is shortened; besides, an electron donating group is introduced into the para-position of triphenylamine, so that the oxidation potential can be effectively reduced, and the electrochemical stability of polyamide is improved.
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Paragraph 0121-0123
(2020/07/12)
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- Development of an aryl amination catalyst with broad scope guided by consideration of catalyst stability
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We have developed a new dialkylbiaryl monophosphine ligand, GPhos, that supports a palladium catalyst capable of promoting carbon-nitrogen cross-coupling reactions between a variety of primary amines and aryl halides; in many cases, these reactions can be carried out at room temperature. The reaction development was guided by the idea that the productivity of catalysts employing BrettPhos-like ligands is limited by their lack of stability at room temperature. Specifically, it was hypothesized that primary amine and N-heteroaromatic substrates can displace the phosphine ligand, leading to the formation of catalytically dormant palladium complexes that reactivate only upon heating. This notion was supported by the synthesis and kinetic study of a putative off-cycle Pd complex. Consideration of this off-cycle species, together with the identification of substrate classes that are not effectively coupled at room temperature using previous catalysts, led to the design of a new dialkylbiaryl monophosphine ligand. An Ot-Bu substituent was added ortho to the dialkylphosphino group of the ligand framework to improve the stability of the most active catalyst conformer. To offset the increased size of this substituent, we also removed the para i-Pr group of the non-phosphorus-containing ring, which allowed the catalyst to accommodate binding of even very large α-tertiary primary amine nucleophiles. In comparison to previous catalysts, the GPhos-supported catalyst exhibits better reactivity both under ambient conditions and at elevated temperatures. Its use allows for the coupling of a range of amine nucleophiles, including (1) unhindered, (2) five-membered-ring N-heterocycle-containing, and (3) α-tertiary primary amines, each of which previously required a different catalyst to achieve optimal results.
- McCann, Scott D.,Reichert, Elaine C.,Arrechea, Pedro Luis,Buchwald, Stephen L.
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supporting information
p. 15027 - 15037
(2020/10/13)
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- CoII immobilized on an aminated magnetic metal-organic framework catalyzed C-N and C-S bond forming reactions: A journey for the mild and efficient synthesis of arylamines and arylsulfides
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In this work, we report a simple and versatile method for the modification of a metal-organic framework (NH2-MIL53(Al)) in a step-wise manner. To characterize the synthesized nanostructured catalyst, a variety of spectroscopic and microscopic techniques including FT-IR, XRD, BET, TEM, FE-SEM, EDX, EDX-mapping, TGA, XPS, VSM, ICP-OES and CHN have been employed. Fe3O4@AMCA-MIL53(Al)-NH2-CoII NPs, which benefit from small nanocrystalline size (10-30 nm, according to the XRD and TEM data) in combination with the coexistence of magnetic nanoparticles, a metal-organic framework, and cobalt species, were found to be an excellent environment catalyst to promote the C-N and C-S cross coupling reactions. A wide range of functional substrates including electron-withdrawing and electron-donating aryl halides underwent the coupling reaction with aromatic/heteroaromatic/benzylic and aliphatic amines and sulfides. The results demonstrated that the yields of the target products were good to excellent and the catalyst can be recycled for at least seven recycling runs without a discernible decrease in its catalytic activity. Furthermore, the heterogeneity studies (such as hot filtration and poisoning tests) efficiently confirmed that the as-synthesized nanostructured catalyst is heterogeneous and completely stable under the reaction conditions. We hope that our study inspires more interest in designing novel catalysts based on using low-cost metal ions (such as cobalt) in the field of cross coupling reactions.
- Mohammadinezhad, Arezou,Akhlaghinia, Batool
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supporting information
p. 15525 - 15538
(2019/10/19)
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- Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines
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The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.
- Akram, Manjur O.,Das, Avishek,Chakrabarty, Indradweep,Patil, Nitin T.
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supporting information
p. 8101 - 8105
(2019/10/11)
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- Au(i)/Au(iii)-Catalyzed C-N coupling
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Cycling between Au(i) and Au(iii) is challenging, so gold-catalyzed cross-couplings are rare. The (MeDalphos)AuCl complex, which we showed was prone to undergo oxidative addition, is reported here to efficiently catalyze the C-N coupling of aryl iodides and amines. The transformation does not require an external oxidant or a directing group. It is robust and works with a wide scope of aryl iodides and N-nucleophiles under mild conditions. Mechanistic studies, including the NMR and MS characterization of a key aryl amido Au(iii) complex, strongly support a 2e redox cycle in which oxidative addition precedes transmetalation and reductive elimination is the rate-determining step.
- Rodriguez, Jessica,Adet, Nicolas,Saffon-Merceron, Nathalie,Bourissou, Didier
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supporting information
p. 94 - 97
(2019/12/25)
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- Immobilization of nickel ions onto the magnetic nanocomposite based on cross-linked melamine groups: Effective heterogeneous catalyst for N-Arylation of Arylboronic acids
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A new magnetic heterogeneous catalyst was synthesized by immobilization of nickel ions onto a cross-linked polymeric nanocomposite composed of cyanuric chloride, ethylenediamine and functionalized magnetic nanoparticles. The resulting nitrogen rich support was capable of adsorbing large amounts of nickel ions (1.20 mmol g?1). The synthesized catalyst was characterized using AAS, TEM, FT-IR, EDX, TGA, SEM, BET and XRD techniques. The performance of the prepared catalyst was investigated in the C-N coupling of arylamines with aryl boronic acids. The reaction was carried out under a mild condition and good to moderate to good yields of products was obtained using only 5.0 mol% of the catalyst. The catalyst was easily recovered and reused for at least 7 times without any significant loss of its activity.
- Pourjavadi, Ali,Keshavarzi, Nahid,Moghaddam, Firouz Matloubi,Hosseini, Seyed Hassan
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- Base-assisted, copper-catalyzed N-arylation of (benz)imidazoles and amines with diarylborinic acids
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N-Arylation of (benz)imidazoles and amines with diarylborinic acids as cost-effective aryl source has been efficiently effected via Cu(OAc)2-catalyzed Chan-Lam coupling in assistance of tetramethylethylenediamine (TMEDA) in methanol and pyridine (Py) in dichloromethane, respectively, in air at room temperature. The diarylborinic acids could be well accommodated by the Chan-Lam coupling oxidative conditions containing a proper combination of bases and solvents. The steric hindrance appeared to affect the copper-catalyzed N-arylation using the high-order arylboron reagent more significantly than the electronic factors, especially for low reactive anilines and aliphatic amines.
- Guan, Changwei,Feng, Yuanyuan,Zou, Gang,Tang, Jie
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p. 6906 - 6913
(2017/11/03)
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- Solvent- and ligand-free palladium-catalyzed amination of aryl halides
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An environmentally friendly and economically favorable approach to the formation of C-N bonds is presented. The methodology is particularly interesting in that the reaction is realized under both solvent- and ligand-free conditions and involves the use of
- Basolo, Luca,Bernasconi, Alice,Broggini, Gianluigi,Gazzola, Silvia,Beccalli, Egle M.
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p. 3151 - 3156
(2013/12/04)
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- Design, synthesis and antitumor activity of novel cis-furoquinoline derivatives
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A series of novel cis-furoquinoline derivatives was synthesized and tested for their antitumor activities in vitro against HepG2 cells, Lu-04 cells and Leu02 cells to evaluate structure-activity relationships. Assay-based antiproliferative activity study revealed that several compounds had significant effects on cytotoxicity, among which compounds 2f, 2l, 2q were found to be the most active compounds. Above all, compounds 2f, 2l, 2q would be potential anticancer agents which deserved further research.
- Li, Jie,Pei, Shuchen,Zhu, Yingxi,Wu, Jianbo,Chen, Yin,Zhang, Weiyu,Wu, Yong
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experimental part
p. 379 - 388
(2012/07/03)
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- 1,3-Diphosphorus ylide cyclopentadienylium salts: Synthesis, structures, and application in coupling reactions
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The 1,3-diphosphorus ylide cyclopentadienylium salts (C5H 3)(PPh3)2I (1) and (C5H 3)[P(4-CH3-Ph)3]2I (2) have been prepared from the reaction of 1,1′-dichloromercurioferrocene with Pd(PPh3)4 and with Pd[P(4-CH3-Ph) 3]4, respectively. The molecular structure of 1 has been determined by X-ray diffraction analyses. The Pd(OAc)2/1 or 2/K tOBu system is highly efficient for the coupling reactions of aryl chlorides at room temperature.
- Xu, Chen,Wang, Zhi-Qiang,Li, Zhen,Wang, Wei-Zhou,Hao, Xin-Qi,Fu, Wei-Jun,Gong, Jun-Fang,Ji, Bao-Ming,Song, Mao-Ping
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scheme or table
p. 798 - 801
(2012/05/04)
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- Smiles rearrangement for the synthesis of diarylamines
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A protocol for the one-pot synthesis of diarylamines via Smiles rearrangement under microwave irradiation has been developed. Various diarylamines were effectively synthesized starting from readily available substituted phenols, arylamines and chloroacetyl chloride in moderate to good yields (58-92%). ARKAT-USA, Inc.
- Tian, Xiao,Wu, Ren-Min,Liu, Gang,Li, Zhu-Bo,Wei, He-Lin,Yang, Hao,Shin, Dong-Soo,Wang, Li-Ying,Zuo, Hua
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experimental part
p. 118 - 126
(2011/10/02)
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- Efficient iron/copper cocatalyzed N-arylation of arylamines with bromoarenes
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Fe(acac)3 and Cu(OAc)2H2O were found to effectively promote the C-N cross-coupling reaction in the presence of K 2CO3 as the base. A series of diaryl amine with different substituents can be synthesized in moderate to good yields. This efficient and economic method is attractive for applications on an industrial scale. Georg Thieme Verlag Stuttgart - New York.
- Liu, Xiaoyan,Zhang, Songlin
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supporting information; experimental part
p. 1137 - 1142
(2011/07/09)
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- Orthogonal Cu- and Pd-based catalyst systems for the O- and N-arylation of aminophenols
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O- or N-arylated aminophenol products constitute a common structural motif in various potentially useful therapeutic agents and/or drug candidates. We have developed a complementary set of Cu- and Pd-based catalyst systems for the selective O- and N-arylation of unprotected aminophenols using aryl halides. Selective O-arylation of 3- and 4-aminophenols is achieved with copper-catalyzed methods employing picolinic acid or CyDMEDA, trans-N,N′-dimethyl-1,2- cyclohexanediamine, respectively, as the ligand. The selective formation of N-arylated products of 3- and 4-aminophenols can be obtained with BrettPhos precatalyst, a biarylmonophosphine-based palladium catalyst. 2-Aminophenol can be selectively N-arylated with CuI, although no system for the selective O-arylation could be found. Coupling partners with diverse electronic properties and a variety of functional groups can be selectively transformed under these conditions.
- Maiti, Debabrata,Buchwald, Stephen L.
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supporting information; experimental part
p. 17423 - 17429
(2010/03/25)
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- Addition of aryl cuprates to azides: a novel approach for the synthesis of unsymmetrical diaryl amines
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Aryl and benzyl azides react smoothly with aryl cuprates, generated in situ from aryl magnesium bromide and CuCN in THF to furnish a variety of unsymmetrical diaryl amines in good yields. This is the first report on the synthesis of diarylamines from aryl
- Yadav,Reddy, B.V. Subba,Borkar, Prashant,Reddy, P. Janardhan
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body text
p. 6642 - 6645
(2010/03/01)
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- Synthesis and application of atropisomeric dihydrobenzofuran-based bisphosphine (BICMAP)
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A new atropisomeric dihydrobenzofuran-based bisphosphine ligand 1 was easily prepared from 1,4-dibromo-2-fluorobenzene. This racemic bisphosphine (±)-1 was used as a ligand for the palladium-catalyzed Suzuki-Miyaura reaction of aryl chloride with arylboronic acids and Hartwig-Buchwald amination of aryl bromides with aniline derivatives. The optical resolution of (±)-1 was also carried out by HPLC with a chiral stationary phase column.
- Mino, Takashi,Naruse, Yoshiaki,Kobayashi, Shohei,Oishi, Shunsuke,Sakamoto, Masami,Fujita, Tsutomu
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experimental part
p. 2239 - 2241
(2009/07/26)
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- Thienopyrimidine and thienopyridine derivatives useful as anticancer agents
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The invention relates to compounds of the formulas 1 and 2 and to pharmaceutically acceptable salts and hydrates thereof, wherein X1, R1, R2and R11are as defined herein. The invention also relates to pharmaceutical compositions containing the compounds of formulas 1 and 2 and to methods of treating hyperproliferative disorders in a mammal by administering the compounds of formulas 1 and 2.
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- Aromatic Nucleophilic Substitution of Halobenzenes with Amines under High Pressure
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The nucleophilic substitution reactions of aromatic halides having electron-attracting groups on ortho or para position with various primary and secondary amines were accelerated by high pressure to give the corresponding N-substituted anilines in high yields.The bulkiness of amines affects its reactivity to lower the yields of the products.Although the secondary amines are usually less reactive than primary amines, cyclic secondary amines such as morpholine, piperidine, and pyrrolidine were found very reactive. 1,4-Diazabicyclooctane and quinuclidine gave N-quarternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.Dichloro- and trichloro-nitrobenzenes also react with diethylamine, pyrrolidine, and morpholine to give mono-, di-, and trisubstitution products depending upon the amount of amine and the position of nitro group in these chlorides.
- Ibata, Toshikazu,Isogami, Yasushi,Toyoda, Jiro
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- Aryliminodimagnesium Reagents. XVI. Formation of o-Hydroxyazoarenes by Condensation with o-Hydroxynitroarenes. Favorable Role of o-Hydroxyl Group in the Reaction
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Hydroxy(HO)-azoxy and -azoarenes were formed by condensation of ArN(MgBr)2 with o-, m-, and p-HO-nitrobenzenes; nuclear substitution took place as a minor or a major pathway. o-HO-azobenzene was obtained in sufficiently high yield.Relative yields of the products varied according to the position of HO group and reaction conditions.The yield variation was explained by the effects of relative efficiency of single electron transfer, ?-complexation, and cooperation of reagent molecules.
- Okubo, Masao,Nakashima, Takanori,Shiku, Haruko
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p. 1621 - 1625
(2007/10/02)
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- ALIPHATIC C-H, N-INSERTION VERSUS AROMATIC N-SUBSTITUTION IN THE REACTION OF ARYLNITRENIUM-BORON TRIFLUORIDE COMPLEXES WITH METHYLATED BENZENES
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The boron trifluoride promoted decomposition of a number of substituted phenyl azides in toluene, para-xylene, meta-xylene or mesitylene at 60 gradC, leads preferentially to N-benzylamines or diarylamines depending on both ring substituent effect and nucleophilic character of the solvent.
- Spagnolo, Piero,Zanirato, Paolo
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p. 961 - 964
(2007/10/02)
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- N- and C-Attacks of Phenylnitrenium Ions Generated from Phenyl Azides in the Presence of Trifluoroacetic Acid and/or Trifluoromethanesulphonic Acid
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Phenylnitrenium ions were generated from phenyl azides in the presence of trifluoroacetic acid (TFA) and/or trifluoromethanesulphonic acid (TFSA).Unsubstituted phenylnitrenium ions and those with an electron-withdrawing group such as NO2 or CN undergo aromatic N-substitution, whereas those with an electron-donating group such as Me, OMe, CH2Ph, or Ph undergo C-substitution, hydrogen abstraction, and tar formation.The special character of TFA and TFSA as compared with other acids is discussed.
- Takeuchi, Hiroshi,Takano, Katsuyuki
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p. 611 - 618
(2007/10/02)
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- Process for the preparation of 4-nitrodiphenylamines
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The invention relates to a process for the preparation of 4-nitrodiphenylamines by the reaction of halogenonitrobenzenes with primary aromatic amines in the presence of copper or a copper compound, a neutralizing agent and a cyclic diaza compound.
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- Base-catalysed Reaction of p- and o-Nitroanilines with Isocyanates and Isothiocyanates
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The reaction of p-nitroaniline with aryl isocyanates (2a-2d) in the presence of potassium carbonate leads to 4-nitrophenylamines (4a-4d).The reaction of p-nitroaniline with n-propyl isocyanate yields 4,4'-dinitrodiphenyl amine (10). o-Nitroaniline reacts with the isocyanates (2a and 2b) to yield 2-nitrodiphenyl amines (11a and 11b).The reaction of p-nitroaniline with phenyl isothiocyanate yields the guanidine (12) besides 4-nitrodiphenylamine (4a) and N,N'-diphenylthiourea.
- Viswanathan, N.,Sidhaye, A. R.
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p. 611 - 613
(2007/10/02)
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- Copper-N-methylpyrrolidone catalyst useful in the production of nitrodiphenyl amines
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Catalyst consisting of a reaction product of a copper compound with N-methyl-pyrrolidone which accelerates the reaction of nitrochlorobenzenes with aromatic amines.
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