cas 29528-30-1, 2-(2-PYRIDYL)ANILINE | Articles data

Articles about 29528-30-1Total 37 be found

Article title
Article abstract
Author
Journal number and time
Download

Redox-Active Ligand Assisted Catalytic Water Oxidation by a RuIV=O Intermediate
Water splitting is one of the most promising solutions for storing solar energy in a chemical bond. Water oxidation is still the bottleneck step because of its inherent difficulty and the limited understanding of the O?O bond formation mechanism. Molecular catalysts provide a platform for understanding this process in depth and have received wide attention since the first Ru-based catalyst was reported in 1982. RuV=O is considered a key intermediate to initiate the O?O bond formation through either a water nucleophilic attack (WNA) pathway or a bimolecular coupling (I2M) pathway. Herein, we report a Ru-based catalyst that displays water oxidation reactivity with RuIV=(O) with the help of a redox-active ligand at pH 7.0. The results of electrochemical studies and DFT calculations disclose that ligand oxidation could significantly improve the reactivity of RuIV=O toward water oxidation. Under these conditions, sustained water oxidation catalysis occurs at reasonable rates with low overpotential (ca. 183 mV).
Chen, Qi-Fa,Guo, Yu-Hua,Shi, Jing,Xie, Fei,Zhang, Ming-Tian
p. 4000 - 4008
(2020)
Read Online

Facile formation of imidazolinium salt by reaction of corresponding diamine and trimethyl orthoformate in 1,1,1,3,3,3-hexafluoroisopropanol
The preparation of imidazolinium salts, which can be used as precursors of pincer-type N-heterocyclic carbene ligands, is described. The formation of imidazolinium salts under standard conditions is difficult, but they have been successfully synthesized by reaction of the corresponding diamines and trimethyl orthoformate in 1,1,1,3,3,3-hexafluoroisopropanol. The synthesis of new chiral C2 symmetric imidazolinium salts is also described.
Usui, Kensuke,Nakada, Masahisa
p. 1539 - 1551
(2014)
Read Online

Ruthenium-catalyzed: Ortho -selective CAr-H amination of heteroaryl arenes with di- tert -butyldiaziridinone
Application of an oxidative amination reagent (di-tert-butyldiaziridinone) to the Ru3(CO)12-catalyzed ortho-selective CAr-H amination reaction is described. This strategy shows good functional group compatibility with vari
Gou, Xue-Ya,Li, Yuke,Wang, Xin-Gang,Liu, Hong-Chao,Zhang, Bo-Sheng,Zhao, Jia-Hui,Zhou, Zhao-Zhao,Liang, Yong-Min
p. 5487 - 5490
(2019)
Read Online

Inhibitors Targeting STAT5 Signaling in Myeloid Leukemias: New Tetrahydroquinoline Derivatives with Improved Antileukemic Potential
Signal transducers and activators of transcription 5A and 5B (STAT5A and STAT5B) are two closely related STAT family members that are crucial downstream effectors of tyrosine kinase oncoproteins such as FLT3-ITD in acute myeloid leukemia (AML) and BCR-ABL
Polomski, Marion,Brachet-Botineau, Marie,Juen, Ludovic,Viaud-Massuard, Marie-Claude,Gouilleux, Fabrice,Prié, Gildas
supporting information
p. 1034 - 1046
(2021/01/25)

COMPOUNDS AND METHODS FOR TREATING CANCER
Substituted cinnamamide compounds and analogs, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds to treat, prevent or ameliorate cancer are provided.
-
(2020/12/19)

Rhodium(III)-catalyzed chelation-assisted C-H imidation of arenes via umpolung of the imidating reagent
Rh(III)-catalyzed, chelation-assisted oxidative C?H imidation of arenes with N?H imide have been realized using PhI(OAc)2 as an oxidant. This transformation exhibits a broad substrate scope and tolerates various functional groups. The reaction proceeded via in situ generation of an iodine(III) imido. DFT calculations suggest that this oxidative imidaton system proceeds via a Rh(III)-Rh(V)-Rh(III) pathway.
Gao, Hui,Li, Xingwei,Sun, Jiaqiong,Xu, Youwei,Zheng, Guangfan,Zhou, Xukai
p. 1723 - 1733
(2020/05/05)

Phenanthridine Derivatives and organic light-emitting diode including the same
PURPOSE: A phenanthridine derivative compound is provided to obatin an organic light emitting diode with excellent light emitting property. CONSTITUTION: A phenanthridine derivative compound is denoted by chemical formula 1 or 2. An organic light emitting diode contains an anode, a cathode, and the phenanthridine derivative compounds inserted between the anode and cathode. The organic light emitting diode further contains a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, or an electron injection layer formed by monomer deposition or solution process.
-
Paragraph 0199; 0206-0208; 0224; 0234-0236

(2019/11/23)

Lewis Acid/Br?nsted Acid Controlled Pd(II)-Catalyzed Chemodivergent Functionalization of C(sp2)-H Bonds with N-(Arylthio)i(a)mides
An efficient and chemodivergent palladium-catalyzed thiolation (C-S) and imidation (C-N) of directing group-assisted C-H bonds have been accomplished employing N-(arylthio)imides in combination with either Br?nsted acid or Lewis acid, respectively. Notable features of the developed methodologies include excellent diversity, high functional group tolerance, wide substrate scope, and use of a single N-S reagent. Importantly, the developed hypothesis was also successfully extended to the amidation of C-H bonds. A plausible mechanistic pathway was proposed based on the preliminary mechanistic study.
Chaitanya, Manthena,Anbarasan, Pazhamalai
supporting information
p. 3362 - 3366
(2018/06/11)

Discovery of 2-(pyridin-2-yl)aniline as a directing group for the sp2 C-H bond amination mediated by cupric acetate
2-(Pyridin-2-yl) aniline was designed as a new, removable directing group in promoting C-H amination mediated by cupric acetate. Employing this auxiliary, the β-C(sp2)-H bonds of benzamide derivatives can be effectively aminated with a variety of amines in moderate to good yields with good functional group tolerance in air. In addition, the quinazolinone derivatives were isolated from the reaction mixture of N-(2-(pyridin-2-yl)phenyl)benzamide with formamide or 5-nitroindole. The corresponding mechanism is discussed. These results indicate that 2-(pyridine-2-yl)aniline can serve as a directing group.
Zhao, Hong-Yi,Wang, Hui-Yan,Mao, Shuai,Xin, Minhang,Zhang, Hao,Zhang, San-Qi
p. 6622 - 6631
(2017/08/16)

Visible-light-induced regioselective synthesis of polyheteroaromatic compounds
A method for visible-light-induced synthesis of polyheteroaromatics from 2-heteroaryl-substituted anilines and heteroarylalkynes was developed. The process, which uses fac-Ir(ppy)3 as the photocatalyst and tBuONO as the diazotization reagent, is highly regioselective.
Chatterjee, Tanmay,Choi, Myung Gil,Kim, Jun,Chang, Suk-Kyu,Cho, Eun Jin
supporting information
p. 4203 - 4206
(2016/03/19)

Copper-catalysed regioselective azidation of arenes by C-H activation directed by pyridine
A novel and efficient copper-catalysed pyridine directed ortho-azidation of arenes has been developed using safe and stable benzotriazole sulphonyl azide as the azidating agent. A variety of organo azides have been synthesized with electron donor and with
Azad, Chandra S.,Narula, Anudeep K.
p. 100223 - 100227
(2015/12/04)

Synthesis of new bioorganometallic Ir- and Rh-complexes having β-lactam containing ligands
The synthesis (and full spectroscopic and crystallographic characterization) of new classes of bioorganometallic Ir- and Rh-complexes having β-lactam containing ligands has been achieved in three steps starting from simple precursors. The procedure for preparing these bioorganometallic compounds uses β-lactams having a phenylpyridyl moiety attached to the C4, N1 or C4 and N1 positions simultaneously, and a directed C-H metal-insertion, in the presence of (MCp*Cl2)2 (M = Ir, Rh). Enantiomerically pure 2-azetidinones can be transformed into diastereomeric (at the metal) mixtures of enantiopure metalla-2-azetidinones. Bimetallic 2-azetidinones are also accessible by this approach. The insertion of electron-poor alkynes into the M-C bond of the bioorganometallic complex occurs regioselectively and in excellent yields. Overall, the sequence imine-β-lactam-metalla-β-lactam is a versatile and efficient full methodology to prepare and functionalize unprecedented, novel Ir- and Rh-complexes having β-lactam containing ligands.
Muntaner, Jaime G.,Casarrubios, Luis,Sierra, Miguel A.
supporting information
p. 286 - 297
(2014/01/06)

Rhodium(III)-catalyzed C-H activation and amidation of arenes using N -arenesulfonated imides as amidating reagents
Rhodium(III)-catalyzed C-H activation-amidation of arenes bearing chelating groups has been achieved using N-arenesulfonated imides as efficient amidating reagents without using any base additive. Pyridine, oxime, and pyrimidine proved to be viable direct
Yu, Songjie,Wan, Boshun,Li, Xingwei
supporting information
p. 3706 - 3709
(2013/08/15)

Rh[III]-catalyzed C-H amidation using aroyloxycarbamates to give N-Boc protected arylamines
The Rh(III)-catalyzed amidation of C(sp2)-H bonds by the use of electron-deficient aroyloxycarbamates as efficient electrophilic amidation partners is reported. The reaction proceeded under mild conditions with broad functional group tolerance, and pyridine and O-methyl hydroxamic acids serve as efficient directing groups, giving access to valuable N-Boc protected arylamines (also Fmoc and Cbz). Preliminary mechanistic experiments are discussed.
Grohmann, Christoph,Wang, Honggen,Glorius, Frank
supporting information
p. 3014 - 3017
(2013/07/26)

Rhodium(III)-catalyzed azidation and nitration of arenes by C-H activation
Getting a handle on it: In the chelation-assisted title reactions in the presence of a hypervalent iodine oxidant, sodium azide and sodium nitrite served as readily available nitrogen sources, and pyridine, pyrimidine, and pyrazole substituents were effic
Xie, Fang,Qi, Zisong,Li, Xingwei
p. 11862 - 11866
(2013/11/19)

Nickel-mediated oxidative fluorination for PET with aqueous [ 18F] fluoride
A one-step oxidative fluorination for carbon-fluorine bond formation from well-defined nickel complexes with oxidant and aqueous fluoride is presented, which enables a straightforward and practical 18F late-stage fluorination of complex small molecules with potential for PET imaging.
Lee, Eunsung,Hooker, Jacob M.,Ritter, Tobias
supporting information
p. 17456 - 17458
(2013/01/15)

RhII2-catalyzed synthesis of α-, β-, or δ-carbolines from aryl azides
Approaching all isomers: A range of α-, β- and δ-carbolinium ions are readily available from ortho-substituted aryl azides using a rhodium(II) carboxylate catalyst (see scheme). The carbolinium ions are readily reduced to afford tryptolines or deprotonated to access pyridoindoles. This [RhII2]-catalyzed C-H bond amination was used in the synthesis of (±)-horsfiline and neocryptolepine. esp=α,α,α',α'- tetramethyl-1,3-benzenedipropionate. Copyright
Pumphrey, Ashley L.,Dong, Huijun,Driver, Tom G.
supporting information; experimental part
p. 5920 - 5923
(2012/08/07)

Functionalizations of aryl C-H bonds in 2-arylpyridines via sequential borylation and copper catalysis
Selective functionalizations of aryl C-H bonds in 2-arylpyridines have been developed via sequential borylation and aerobic oxidative copper catalysis, and the corresponding aryl halides, sulfones, azides and arylamines were obtained in good yields. The protocol uses cheap and readily available boron tribromide (BBr3) as the borylating reagent, and inorganic salts (potassium iodide, ammonium bromide, sodium alkylsulfinates, sodium azide) as the functional group sources. This method makes functionalizations of aryl C-H bonds easy. Copyright
Niu, Liting,Yang, Haijun,Yang, Daoshan,Fu, Hua
supporting information
p. 2211 - 2217
(2012/11/07)

Investigations on the 1-(2-biphenyl)piperazine motif: Identification of new potent and selective ligands for the serotonin7 (5-HT7) receptor with agonist or antagonist action in vitro or ex vivo
Here we report the design, synthesis, and 5-HT7 receptor affinity of a set of 1-(3-biphenyl)- and 1-(2-biphenyl)piperazines. The effect on 5-HT7 affinity of various substituents on the second (distal) phenyl ring was analyzed. Several compounds showed 5-HT7 affinities in the nanomolar range and >100-fold selectivity over 5-HT1A and adrenergic α1 receptors. 1-[2-(4-Methoxyphenyl)phenyl] piperazine (9a) showed 5-HT7 agonist properties in a guinea pig ileum assay but blocked 5-HT-mediated cAMP accumulation in 5-HT7- expressing HeLa cells.
Lacivita, Enza,Patarnello, Daniela,Stroth, Nikolas,Caroli, Antonia,Niso, Mauro,Contino, Marialessandra,De Giorgio, Paola,Di Pilato, Pantaleo,Colabufo, Nicola A.,Berardi, Francesco,Perrone, Roberto,Svenningsson, Per,Hedlund, Peter B.,Leopoldo, Marcello
supporting information; experimental part
p. 6375 - 6380
(2012/10/08)

Mechanism of C-F reductive elimination from palladium(IV) fluorides
The first systematic mechanism study of C-F reductive elimination from a transition metal complex is described. C-F bond formation from three different Pd(IV) fluoride complexes was mechanistically evaluated. The experimental data suggest that reductive elimination occurs from cationic Pd(IV) fluoride complexes via a dissociative mechanism. The ancillary pyridyl-sulfonamide ligand plays a crucial role for C-F reductive elimination, likely due to a K 3 coordination mode, in which an oxygen atom of the sulfonyl group coordinates to Pd. The pyridyl-sulfonamide can support Pd(IV) and has the appropriate geometry and electronic structure to induce reductive elimination.
Furuya, Takeru,Benitez, Diego,Tkatchouk, Ekaterina,Strom, Alexandra E.,Tang, Pingping,Goddard III, William A.,Ritter, Tobias
supporting information; experimental part
p. 3793 - 3807
(2010/05/15)

2-Pyridyl and 3-pyridylzinc bromides: direct preparation and coupling reaction
A facile synthetic approach to the direct preparation of 2-pyridyl and 3-pyridylzinc bromides has been demonstrated using Rieke zinc with 2-bromopyridine and 3-bromopyridine, respectively. A variety of different electrophiles have been coupled with the resulting organozinc reagents to give the corresponding cross-coupling products in moderate to good yields.
Kim, Seung-Hoi,Rieke, Reuben D.
scheme or table
p. 3135 - 3146
(2010/06/13)

Synthesis of functionalized 2-arylpyridines from 2-halopyridines and various aryl halides via a nickel catalysis
An efficient nickel-catalyzed method devoted to the direct formation of functionalized 2-arylpyridines is described avoiding the prior preparation of organometallic species. Various functionalized 2-arylpyridines are obtained in moderate to excellent yields by a one-step chemical procedure from corresponding halides. The NiBr2(2,2′-bipyridine) complex appears to be an extremely suitable catalyst for the activation in the presence of manganese dust of aromatic halides and pyridyl halides functionalized by reactive groups. The versatility of this original process represents a simple alternative to most known methods using organometallic reagents.
Gosmini, Corinne,Bassene-Ernst, Carine,Durandetti, Muriel
experimental part
p. 6141 - 6146
(2011/03/19)

Coupling reactions with haloaromatic amines and alcohols for a practical synthetic route to 2-substituted aminophenyl and hydroxyphenyl pyridines
A practical synthetic route to 2-substituted aminophenyl and hydroxyphenyl pyridines has been developed. It has been accomplished by the cross-coupling reactions of readily available 2-pyridylzinc bromides with haloaromatic amines and alcohols under mild
Kim, Seung-Hoi,Rieke, Reuben D.
supporting information; experimental part
p. 6985 - 6988
(2010/02/27)

SYSTEM FOR FLUORINATING ORGANIC COMPOUNDS
Described herein are fluorinated organic compounds and methods of making fluorinated organic compounds, for example, using palladium complexes. Also described herein are compositions and kits containing compounds and palladium complexes described herein.
-
Page/Page column 236-237

(2009/10/09)

AMIDE DERIVATIVES AS SIRTUIN MODULATORS
Provided herein are novel sirtuin-modulating compounds represented by Structural Formula (I) and methods of use thereof. The sirtuin-modulating compounds may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders including, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benfit from increased mitochondrial activity. Also provided are compositions comprising a sirtuin- modulating compound in combination with another therapeutic agent.
-
Page/Page column 83-84

(2009/06/27)

Carbon-fluorine reductive elimination from a high-valent palladium fluoride
We have observed two high-valent arylpalladiumfluoride complexes that afford carbon-fluorine bond formation upon thermolysis. Copyright
Furuya, Takeru,Ritter, Tobias
supporting information; experimental part
p. 10060 - 10061
(2009/02/03)

Radical dearomatization of arenes and heteroarenes
The stannane-mediated benzeneselenol-catalyzed addition of aryl iodides to a range of arenes and aromatic hetereocycles has been studied. With furan, thiophene, and several carbocyclic arenes, the addition takes place with quenching of the adduct radical by the catalytic selenol leading to moderate yields of aryl-dihydroarenes. With nitrogen heterocycles, on the other hand, it was not possible to suppress aromatization of the adduct radical and fully aromatized products were isolated. Aryl iodides bearing hydrogen bond donating groups in the ortho-position add to nitrogen heterocycles with high selectivity ortho- to the nitrogen, affording a simple one-step synthesis of potential chelating ligands. While 2-iodophenol is an excellent aryl radical source in these reactions, the homologous 1-iodo-2-naphthol fails owing to its reaction with diphenyl diselenide, which gives 1-phenylseleno-2-naphthol in high yield.
Crich, David,Patel, Mitesh
p. 7824 - 7837
(2007/10/03)

Imidazoline derivatives as alpha-1A adrenoceptor ligands
Compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof are disclosed. Such compounds are useful in the treatment of Alpha-1A mediated diseases or conditions such as urinary incontinence.
-
Page/Page column 32

(2010/02/11)

Direct synthesis of heterobiaryls by radical addition to pyridine: Expeditious synthesis of chelating ligands
The addition of aryl radicals to pyridine may be affected in moderate yield on exposure of aryl iodides to tributyltin hydride, AIBN, and diphenyl diselenide in hot pyridine. Mixtures of ortho-, meta-, and para-aryl substituted pyridines are typically obtained. When the iodide is ortho-substituted with a hydrogen bond donor, such as o-iodophenol, significantly improved selectivity for ortho-substituted pyridines, with potential as bidentate chelating ligands, is obtained.
Crich, David,Patel, Mitesh
p. 499 - 504
(2007/10/03)

Synthesis and deprotonation of 2-(pyridyl)phenols and 2-(pyridyl)anilines
2-(2- and 3-Pyridyl)anilines (1, 2), 2,2-dimethyl-N-[2-(2- and 3-pyridyl)phenyl]propanamides (3, 4), and 2-, 3- and 4-(2-methoxyphenyl)pyridines (7-9) are readily synthesized using cross-coupling reactions. Whereas the amines 1, 2 undergo side reactions, the corresponding amides 3, 4 are deprotonated with lithium 2,2,6,6-tetramethylpiperidide (LTMP): the compound 3 at C6′ under in situ quenching, and the compound 4 at C4′. When the ether 7 is subjected to the same reagent, lithiation occurs at C6′.
Rebstock, Anne-Sophie,Mongin, Florence,Trecourt, Francois,Queguiner, Guy
p. 3064 - 3068
(2007/10/03)

Organic electroluminescent element material and organic electroluminescent element
This invention relates to a low-molecular-weight compound which is soluble in solvents and useful for a luminescent material and to an organic electroluminescent element (EL element) which comprises said luminescent material in its electroluminescent laye
-
(2008/06/13)

2-(anilinomethyl)imidazolines as alpha1A adrenergic receptor agonists: 2'-heteroaryl and 2'-oxime ether series.
A series of 2'-heteroaryl and 2'-oxime anilinomethylimidazolines was prepared and evaluated in in vitro functional assays for cloned human alpha1A, alpha1B, and alpha1D receptor subtypes. Potent and selective alpha1A agonists have been identified in these series.
Navas 3rd., Frank,Bishop, Michael J,Garrison, Deanna T,Hodson, Stephen J,Speake, Jason D,Bigham, Eric C,Drewry, David H,Saussy, David L,Liacos, James H,Irving, Paul E,Gobel, M Jeffrey
p. 575 - 579
(2007/10/03)

ν-triazolines. Part 40. Thermal and photochemical transformations of 1-biaryl-5-amino-4,5-dihydro-ν-triazoles: A new synthetic approach to 6-alkylphenanthridines and aza-analogs
1-Biaryl-5-morpholino-ν-triazolines 4 were prepared from aliphatic aldehydes 1, morpholine and 2-azidobiaryls 3. They underwent smooth thermal rearrangement to tertiary amidines 5 which were photochemically cyclized to 6-alkylphenanthridines 6a,b,e,f and analogs 6c,d and 8a,b with morpholine elimination. Direct photolysis of triazolines 4 afforded lower yields of the same compounds 6 together with by-products indicative of the mechanism of the photochemical rearrangement which is discussed.
Erba, Emanuela,Pocar, Donato,Trimarco, Pasqualina
p. 3535 - 3539
(2007/10/03)

Some coordination chemistry of the bidentate nitrogen-donor ligand 2-(2-aminophenyl)pyridine
Complexes of the chelating bidentate nitrogen-donor ligand 2-(2-aminophenyl)pyridine (L) are described. [PdL2] [PF6]2 (1) forms two types of crystal (1a,b) of which (1a) was crystallographically characterized [space group
Cargill Thompson, Alexander M.W.,Batten, Stuart R.,Jeffery, John C.,Rees, Leigh H.,Ward, Michael D.
p. 109 - 114
(2007/10/03)

Compounds and methods for sequencing amino acids
The present invention provides methods and reagents for sequencing amino acids. One embodiment of the method for determining the terminal amino acid of a polypeptide comprises the steps of (a) attaching (either covalently or non-covalently) the polypeptid
-
(2008/06/13)

Iminophosphorane-mediated annelation of a pyridine ring into a preformed pyridine one: Synthesis of naphthyridine, pyrido[1,2-c]pyrimidine and pyrido[1,2-c]quinazoline derivatives
Aza Wittig-type reaction of iminophosphoranes 2 and 6, prepared from 4- and 3-formylpyridines by sequential treatment with ethyl azidoacetate and triphenylphosphine, with isocyanates leads to 2,7-naphthyridine 4, 1,7-naphthrydine 7 and 2,6-naphthyridine 8
Molina,Lorenzo,Aller
p. 4601 - 4616
(2007/10/02)

The preparation of some fused isothiazole derivatives
The treatment of di(2-amino-5-methylphenyl)methane with N-sulfinylmethanesulfonamide gives two materials, 3-(2-amino-5-methylphenyl)-5-methyl-2,1-benzisothiazole and what appears to be its tautomer, a 2,1-benzisothiazolo-2,1-benzisothiazole derivative.Reaction of the former with methyl iodide gives mono-, di-, and trimethyl derivatives.The second of these also possesses the symmetrical 2,1-benzisothiazolo-2,1-benzisothiazole structure.The structure of the other methylation product and of the acetylation products are discussed.Some 1,2-dithiol-3-ylidene-2-pyridylmethanes were made by condensation of 3-alkylthio-1,2-dithiolium salts with methyl 2-pyridylacetate.These demonstrate little sulfur-nitrogen interaction. 3-Methylthio-4-phenyl-1,2-dithiolium iodide reacts anomalously with methyl 2-pyridylacetate to form a quinolizinethione. 1,2-Benzisothiazolopyridinium triiodide was made by iodine oxidation of 2-(2-mercaptophenylpyridine).
McKinnon, David M.,Duncan, K.Ann,McKinnon, Aileen M.,Spevack, Perry A.
p. 882 - 886
(2007/10/02)