Category: 3796-23-4

Heusler, Arne; Fliege, Julian; Wagener, Tobias; Glorius, Frank published the artcile< Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines>, Electric Literature of 3796-23-4, the main research area is dihydropyridine preparation regioselective; pyridine triflic anhydride dearomatization trimethylamine borane; phenyl chloroformate pyridine dearomatization trimethylamine borane; boranes; chemoselectivity; nitrogen heterocycles; reduction; synthetic methods.

The synthesis of a broad variety of N-substituted 1,4-dihydropyridines I [R = H, 3-Me, 3,5-di-Br, etc.; R1 = Tf, CO2Ph] and 1,2-dihydropyridines II [R2 = F, Cl, CF3, Ph, SPh; R3 = H, F, trimethylsilyl] by very mild and selective reduction with amine borane was reported for the first time.

Angewandte Chemie, International Edition published new progress about Dearomatization. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Electric Literature of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lv, Kang; Jiang, Yuanye; Han, Lingli; Liu, Tao; Bi, Siwei published the artcile< Theoretical study on the base-controlled selective linear or branched ortho-alkylation of azines catalyzed by rhodium: Mechanisms and the role of base>, Application In Synthesis of 3796-23-4, the main research area is azine rhodium catalyst regioselective alkylation mechanism transition state structure.

The detailed theor. study on the mechanism of the alkylation of 3-trifluoromethylpyridine with acrylamide in the [RhI]/dppe catalytic system is reported, with the aid of the d. functional theory (DFT) calculations It is found that the additive bases play a critical role in switching the regioselectivity. The origin of the regioselectivity involved in these reactions was probed by performing distortion-interaction anal. For reaction A with KOPiv as the base, the outer-sphere concerted-metalative-deprotonation (CMD) pathway is calculated to be a bit more favorable kinetically compared with the oxidative addition (OA) one and the two mechanisms are competitive. The regioselectivity in this reaction is predicted to be determined by the distortion energies of the migratory insertion transition states. In contrast, for reaction B with K3PO4 as the base, the feasible pathway is the OA one, and the corresponding interaction energies for the olefin migratory insertion into Rh-H bond step could account for the observed regioselectivity.

Molecular Catalysis published new progress about Alkylation catalysts. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Application In Synthesis of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Demonti, Luca; Saffon-Merceron, Nathalie; Mezailles, Nicolas; Nebra, Noel published the artcile< Cross-Coupling through Ag(I)/Ag(III) Redox Manifold>, HPLC of Formula: 3796-23-4, the main research area is silver trifluoromethyl tervalent argentate preparation reductive elimination arylboronate; trifluoromethyl arene preparation coupling arylboronate trifluoromethylargentate reductive elimination; crystal mol optimized electronic structure tervalent trifluoromethyl argentate complex; AgIII chemistry; cross-coupling; fluorine; high-valent species; trifluoromethylation.

Trifluoromethyl argentates(III) undergo reductive elimination with arylboronic acids, yielding trifluoromethylarenes. In ample variety of transformations, the presence of silver as an additive or co-catalyst is believed to be innocuous for the efficiency of the operating metal catalyst. Even though Ag additives are required often as coupling partners, oxidants or halide scavengers, its role as a catalytically competent species is widely neglected in cross-coupling reactions. Most likely, this is due to the erroneously assumed incapacity of Ag to undergo 2e- redox steps. Definite proof is herein provided for the required elementary steps to accomplish the oxidative trifluoromethylation of arenes through AgI/AgIII redox catalysis (i. e. CEL coupling), namely: (i) easy AgI/AgIII 2e- oxidation mediated by air; (ii) bpy/phen ligation to AgIII; (iii) boron-to-AgIII aryl transfer; and (iv) ulterior reductive elimination of benzotrifluorides from an [aryl-AgIII-CF3] fragment. More precisely, an ultimate entry and full characterization of organosilver(III) compounds [K]+[AgIII(CF3)4]- (K-1), [(bpy)AgIII(CF3)3] (2) and [(phen)AgIII(CF3)3] (3), is described. The utility of 3 in cross-coupling has been showcased unambiguously, and a large variety of arylboron compounds was trifluoromethylated via [AgIII(aryl)(CF3)3]- intermediates. This work breaks with old stereotypes and misconceptions regarding the inability of Ag to undergo cross-coupling by itself.

Chemistry – A European Journal published new progress about Boronic acids, esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (arylboronates). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, HPLC of Formula: 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Tao; Luan, Yu-Xin; Lam, Nelson Y. S.; Li, Jiang-Fei; Li, Yue; Ye, Mengchun; Yu, Jin-Quan published the artcile< A directive Ni catalyst overrides conventional site selectivity in pyridine C-H alkenylation>, Computed Properties of 3796-23-4, the main research area is alkenylated pyridine preparation; alkyne pyridine alkenylation heterocyclic carbene ligated nickel aluminum catalyst.

Herein, application of bifunctional N-heterocyclic carbene-ligated Ni-Al catalyst in C3-H alkenylation of pyridines was described. This method overrode the intrinsic C2 and/or C4 selectivity, and provided a series of C3-alkenylated pyridines such as I in 43-99% yields and up to 98:2 C3 selectivity. This method not only allowed a variety of pyridine and heteroarene substrates to be used as the limiting reagent, but was also effective for the late-stage C3 alkenylation of diverse complex pyridine motifs in bioactive mols.

Nature Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Computed Properties of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Au-Yeung, Ka-Chun; Xiao, Dengmengfei; Shih, Wei-Chih; Yang, Hsiu-Wen; Wen, Yuh-Sheng; Yap, Glenn P. A.; Chen, Wen-Ching; Zhao, Lili; Ong, Tiow-Gan published the artcile< Carbodicarbene: geminal-Bimetallic Coordination in Selective Manner>, Synthetic Route of 3796-23-4, the main research area is palladium acetate cyclometalation reaction carbodicarbene; carbene palladium trinuclear dinuclear heterobinuclear complex preparation crystal structure; crystal structure trinuclear carbene palladium heterobinuclear gold nickel complex; mol structure trinuclear carbene palladium heterobinuclear gold nickel complex; gold nickel heterobinuclear carbene complex preparation crystal structure; carbodicarbene; carbone; double dative bond; metal-metal interaction; palladium.

The reaction of Pd(OAc)2 with free carbodicarbene (CDC) generates a Pd acetate trinuclear complex 1 via intramol. C(sp3)-H bond activation at one of the CDC Me side arms. The solid structure of 1 reveals the capability of CDC to facilitate a double dative bond with two Pd centers in geminal fashion. This is attributed to the chelating mode of CDC, which can frustrate π-conjugation within the CDC framework. Such effect maybe also amplified by ligand-ligand interaction. The formation of other gem-bimetallic Pd-Pd, Pd-Au, and Ni-Au provides further structural evidence for this proof-of-concept in selective installation. Structural anal. is supported by computational calculations based on state-of-the-art energy decomposition anal. (EDA) in conjunction with natural orbitals for chem. valence (NOCV) method.

Chemistry – A European Journal published new progress about C-H bond activation. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Synthetic Route of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cai, Pengfei; Gao, Zhan; Yin, Xinchi; Luo, Yuanqing; Zhao, Xiaoyong; Pan, Yuanjiang published the artcile< facile enantioseparation and recognition of mandelic acid and its derivatives in self-assembly interaction with chiral ionic liquids>, Synthetic Route of 3796-23-4, the main research area is enantioseparation mandelic acid derivatives self assembly chiral ionic liquids; chiral separation; coprecipitation; ionic liquids; mandelic acid.

Mandelic acid and its derivatives are important medical intermediates in the pharmaceutical industry. Different stereoisomers exhibited distinct biol. properties to human bodies. Given that, enantioselective recognition and separation of mandelic acid are of great importance. In this study, four novel different types of chiral ionic liquids bearing designed functional groups were synthesized and successful enantioselective precipitation with mandelic acid and its derivatives That is, (R, R)-chiral ionic liquid 1 can coprecipitated with S-mandelic acid and its derivatives was observed In addition, good correlation coefficient is achieved by using electrospray mass spectrum at neg. ion pattern for quick anal. of the enantioselective precipitation, which could be served as a method of enantioselective recognition. The possible intermol. interactions are established after systematical studies by NMR spectroscopy and DFT calculations

Journal of Separation Science published new progress about Chiral resolution. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Synthetic Route of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xu, Shenzhen; Carter, Emily A. published the artcile< Optimal functionalization of a molecular electrocatalyst for hydride transfer>, SDS of cas: 3796-23-4, the main research area is optimal functionalization mol electrocatalyst hydride transfer; carbon dioxide reduction; catalyst functionalization; hydride transfer.

Optimization of hydride transfer (HT) catalysts to enhance rates and selectivities of (photo)electroreduction reactions could be a crucial component of a sustainable chem. industry. Here, the authors analyze how ring functionalization of the adsorbed transient intermediate 2-pyridinide (2-PyH) and predicted to form in situ from pyridine (Py) in acidified H2O at a cathode surface and to be the key to selective reduction and enhanced catalytic activity. Reducing the electron d. on 2-PyH could limit this protonation, with the trade-off that it may become less active for HT from 2-PyH. The authors explore here how Py functionalization affects the electron distribution and in turn tunes the catalytic performance of 2-PyH*. The authors indeed find that electron-withdrawing groups could enhance the stability of 2-PyH by reducing its electron d. on the ring. Also, the change in the number of electrons on the substituting group of the hydride donor is a good descriptor for both the stability against protonation and the magnitude of the HT barrier. The authors studied the effect of substituent on the process.

Proceedings of the National Academy of Sciences of the United States of America published new progress about Electrochemical reaction catalysts. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, SDS of cas: 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xie, Demeng; Wang, Yingwei; Zhang, Xia; Fu, Zhengyan; Niu, Dawen published the artcile< Alkyl/Glycosyl Sulfoxides as Radical Precursors and Their Use in the Synthesis of Pyridine Derivatives>, COA of Formula: C6H4F3N, the main research area is pyridine alkyl regioselective preparation; alkyl glycosyl sulfoxide regioselective stereoselective photochem alkylation methoxypyridinium; Alkyl Sulfoxides; C-Glycosides; Electron Donor-Acceptor Complexes; Photochemistry; Radicals.

Here the use of simple and readily available alkyl sulfoxides as precursors to radicals and their application in the preparation of pyridine derivatives are reported. It was shown that alkyl sulfoxides, N-methoxy pyridinium salts and fluoride anions form electron donor-acceptor (EDA) complexes in solution, which, upon visible light irradiation, undergo a radical chain process to afford various pyridine derivatives smoothly. This reaction displays broad scope with respect to both sulfoxides and N-methoxy pyridinium salts. The synthetic versatility of sulfoxides as a handle in chem. adds to their power as radical precursors. Glycosyl sulfoxides are converted to the corresponding pyridyl C-glycosides with high stereoselectivities. Computational and exptl. studies provide insights into the reaction mechanism.

Angewandte Chemie, International Edition published new progress about Alkylation, regioselective. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, COA of Formula: C6H4F3N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Jiacheng; Siang Tan, Suan; Kyne, Sara Helen; Chan, Philip Wai Hong published the artcile< Minisci-Type Alkylation of N-Heteroarenes by N-(Acyloxy)phthalimide Esters Mediated by a Hantzsch Ester and Blue LED Light>, Safety of 3-(Trifluoromethyl)pyridine, the main research area is alkylated quinoline preparation; quinoline acyloxy phthalimide ester Minisci type alkylation HE mediated; isoquinoline alkylated preparation; acyloxy phthalimide ester isoquinoline Minisci type alkylation HE mediated; pyridine alkylated preparation; phthalimide ester acyloxy pyridine Minisci type alkylation HE mediated.

A synthetic method that enabled the Hantzsch ester (HE)-mediated Minisci-type C2-alkylation of quinolines, isoquinolines and pyridines by N-(acyloxy)phthalimide esters (NHPI) to afford alkylated N-heterocyclic products, e.g., I, under blue LED (light emitting diode) light (456 nm) was described. Achieved under mild reaction conditions at room temperature, the metal-free synthetic protocol was shown to be applicable to primary, secondary and tertiary NHPIs to give the alkylated N-heterocyclic products in yields of 21-99%. On introducing a chiral phosphoric acid, an asym. version of the reaction was also realized and provided product enantiomeric excess (ee) values of 53-99%.

Advanced Synthesis & Catalysis published new progress about Alkylation. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Safety of 3-(Trifluoromethyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nallagonda, Rajender; Karimov, Rashad R. published the artcile< Copper-Catalyzed Regio- and Diastereoselective Additions of Boron-Stabilized Carbanions to Heteroarenium Salts: Synthesis of Azaheterocycles Containing Contiguous Stereocenters>, Name: 3-(Trifluoromethyl)pyridine, the main research area is nonaromatic nitrogen heterocycle preparation diastereoselective addition boron carbanion heteroarenium.

Nucleophilic addition of diborylalkyl reagents to N-alkyl or N-acylpyridinium and related heteroarenium salts has been developed as a key step for the synthesis of nonaromatic nitrogen heterocycles that contain contiguous stereogenic centers. Derivatization of the dihydropyridine products for the synthesis of tetrahydropyridines and piperidines have also been described.

ACS Catalysis published new progress about Boranes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (alkyl). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Name: 3-(Trifluoromethyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem