Tag: M.W=100-150

Zhang, Xue; Ling, Liang; Luo, Meiming; Zeng, Xiaoming published the artcile< Accessing Difluoromethylated and Trifluoromethylated cis-Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization>, Name: 3-(Trifluoromethyl)pyridine, the main research area is difluoromethyl cis cycloalkane saturated heterocycle diastereoselective preparation; arene heteroarene cycloalkyl amino carbene rhodium catalyst dearomative reduction; trifluoromethyl cis cycloalkane saturated heterocycle diastereoselective preparation; heteroarene arene cycloalkyl amino carbene rhodium catalyst dearomative reduction; N-heterocyclic carbenes; fluorine; hydrogenation; reduction; rhodium.

A straightforward process in which a cyclic (alkyl)(amino)carbene/Rh catalyst system facilitates preferential addition of hydrogen to substitution sites of difluoromethylated and trifluoromethylated arenes and heteroarenes, leading to dearomative reduction was reported. This strategy enabled diastereoselective synthesis of cis-difluoromethylated and cis-trifluoromethylated cycloalkanes such as I [R = 2-COMe, 4-pyrazolyl, 3-OTBS, etc.; R1 = CF2H, CF3] and saturated heterocycles, e.g. II, and even allowed formation of all-cis multi-trifluoromethylated cyclic products with a defined equatorial orientation of the di- and trifluoromethyl groups. Deuterium-labeling studies indicated that hydrogen preferentially attacked substitution sites of planar arenes, resulting in dearomatization, possibly with heterogeneous Rh as reactive species, followed by either reversible or irreversible hydrogen addition to nonsubstitution sites.

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Name: 3-(Trifluoromethyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Shao, Zhihui; Zhong, Rui; Ferraccioli, Raffaella; Li, Yibiao; Liu, Qiang published the artcile< General and Phosphine-Free Cobalt-Catalyzed Hydrogenation of Esters to Alcohols>, Application In Synthesis of 93-60-7, the main research area is ester cobalt catalyst hydrogenation; lactone cobalt catalyst hydrogenation; alc preparation.

The first non-noble metal catalytic system that enabled an efficient hydrogenation of non-activated esters to alcs. in the absence of phosphine ligands (with a maximum turnover number of 2391) was described. The general applicability of this protocol was demonstrated by the high-yielding hydrogenation of 39 ester substrates including aromatic/aliphatic esters, lactones, polyesters and various pharmaceutical mols.

Chinese Journal of Chemistry published new progress about Alcohols Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Application In Synthesis of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Yangmin; Yang, Hanmin; Chi, Quan; Zhang, Zehui published the artcile< Nitrogen-Doped Carbon-Supported Nickel Nanoparticles: A Robust Catalyst to Bridge the Hydrogenation of Nitriles and the Reductive Amination of Carbonyl Compounds for the Synthesis of Primary Amines>, Related Products of 3731-53-1, the main research area is primary amine preparation; nitrogen doped carbon supported nickel nanoparticle catalyst preparation; nitrile aldehyde hydrogenation reductive amination; amines; hydrogenation; nickel; nitrogen-doped carbon; reductive amination.

An efficient method was developed for the synthesis of primary amines either from the hydrogenation of nitriles or reductive amination of carbonyl compounds The reactions were catalyzed by nitrogen-doped mesoporous carbon (MC)-supported nickel nanoparticles (abbreviated as MC/Ni). The MC/Ni catalyst demonstrated high catalytic activity for the hydrogenation of nitriles into primary amines in high yields (81.9-99 %) under mild reaction conditions (80° and 2.5 bar H2). The MC/Ni catalyst also promoted the reductive amination of carbonyl compounds for the synthesis of primary amines at 80° and 1 bar H2. The hydrogenation of nitriles and the reductive amination proceeded through the same intermediates for the generation of the primary amines. To the best of knowledge, no other heterogeneous non-noble metal catalysts have been reported for the synthesis of primary amines under mild conditions, both from the hydrogenation of nitriles and reductive amination.

ChemSusChem published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Related Products of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lozovan, Vasile; Kravtsov, Victor Ch.; Gorincioi, Elena; Rotaru, Andrei; Coropceanu, Eduard B.; Siminel, Nikita; Fonari, Marina S. published the artcile< Chromism, positional, conformational and structural isomerism in a series of Zn(II) and Cd(II) coordination polymers based on methylated azine N,N'-donor linkers>, Synthetic Route of 350-03-8, the main research area is zinc cadmium pyridinylethylidenehydrazine iodide nitrate polymer preparation luminescence; thermal stability zinc cadmium pyridinylethylidenehydrazine iodide nitrate polymer; crystal structure zinc cadmium pyridinylethylidenehydrazine iodide nitrate polymer.

Seven new coordination polymers [Zn(I)2(4-bpmhz)]n (1), [Cd(I)2(4-bpmhz)]n (2), [Zn(I)2(3-bpmhz)]n (3), [Cd(I)2(3-bpmhz)2]n (4), [Zn(NO3)2(H2O)2(4-bpmhz)]n·0.5n(EtOH) (5), [Cd(NO3)2(4-bpmhz)3/2(MeOH)]n·0.5nH2O (6) and [Zn(NO3)2(3-bpmhz)2]n (7) were prepared following the reactions of the zinc and cadmium iodide or nitrate salts with the methylated azine ligands of the bis-monodentate N,N’-donor type, 1,2-bis(1-(pyridin-4-yl)ethylidene)hydrazine (4-bpmhz) and 1,2-bis(1-(pyridin-3-yl)ethylidene)hydrazine (3-bpmhz). The single-crystal X-ray diffraction studies show that compounds 1-5, and 7 display 1D chain structures, while compound 6 shows a 2D coordination network, and both 4-bpmhz and 3-bpmhz act as bidentate bridging ligands. The crystals 1 and 2 are isomorphous, and differ by the metal cation only. The single coordination chains in 1-3 have zigzag structures; they are linear in 5, while 4 and 7 display similar double-chain structures. The crystal packing in 5 and 6 provides cavities occupied by solvent mols., ethanol and water. The compounds were characterized in the solid state and in solution by spectroscopic (FTIR, UV-Vis, NMR) methods; the solid state emissive properties were studied for all compounds, while their thermal stability and behavior were investigated by thermogravimetry under inert atm., while the thermochromism for several compounds was registered and discussed.

Polyhedron published new progress about Conformers. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Synthetic Route of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rezania, Hamidreza; Vatanpour, Vahid; Salehi, Ehsan; Gavari, Niloofar; Shockravi, Abbas; Ehsani, Morteza published the artcile< Wholly Heterocycles-Based Polyamide-Sulfide Containing Pyridine and Thiazole Rings: A Super-Adsorbent Polymer for Lead Removal>, Related Products of 350-03-8, the main research area is lead polyamide sulfide pyridine polymer adsorbent thermal property.

Wholly heterocycles-based polyamide-sulfide (PAS) containing pyridine and thiazole rings with thioether linkage was synthesized and used as a novel adsorbent for lead ion removal from water. The polymer adsorbent was fully characterized via FTIR, NMR and SEM (SEM). The thermal properties of the synthesized polyamide were also studied by thermogravimetric anal. and the outcome showed that the polymer has a good to moderate thermal stability. The SEM was used to investigate the morphol. of the wholly heterocycles-based polyamide and the outcomes displayed a porous and globular-like morphol., which guarantee effective metal adsorption. Pb(II) ion removal capacity of the synthesized polymer was studied by varying the contact time and the adsorbent concentration The maximum removal of Pb(II) was obtained as 99%. Equilibrium behavior and kinetic of the adsorption were also investigated using prevalent isotherm and kinetic models. The adsorption capacity was obtained to be around 714 mg g-1. The Langmuir isotherm and the pseudo-second order kinetic model suggested superior agreement with the equilibrium and kinetic adsorption data, resp. Generally, the results of this research demonstrated that the synthesized polymer is a super-adsorbent for heavy metal removal from water.

Journal of Polymers and the Environment published new progress about Adsorption (Langmuir isotherm). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Related Products of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mora Vargas, Jorge Andres; Ortega, Julieth Orduna; Correia dos Santos, Maite Bernardo; Metzker, Gustavo; Gomes, Eleni; Boscolo, Mauricio published the artcile< A new synthetic methodology for pyridinic sucrose esters and their antibacterial effects against Gram-positive and Gram-negative strains>, Synthetic Route of 93-60-7, the main research area is sucrose pyridinic monoester antibacterial effect gram pos neg bacteria; Acoustic cavitation; Antibacterial activity; Homogeneous catalysis; Pyridinic methyl esters; ucrose esters.

Described are the development of a new synthetic method using ultrasonic irradiation and Na methoxide as catalyst for pyridinic sucrose esters (py-SEs), derived from transesterification of sucrose with picolinic, nicotinic and isonicotinic Me esters. The reaction was optimized using a 32 x 2 exptl. design, the reaction time, temperature and sucrose:Me ester molar ratio being evaluated. The method proved to be efficient for obtaining monosubstituted esters (≥83%) with high Me ester consumption (≥79%). The monosubstituted py-SEs were isolated by semipreparative HPLC, characterized by high-resolution mass spectrometry, calorimetry, vibrational spectroscopy, and 1H and 13C NMR. The py-SEs were tested against E. coli, S. aureus, and P. aeruginosa bacteria with min. inhibitory concentration values equal or inferior to the reference drugs for both E. coli and P. aeruginosa.

Carbohydrate Research published new progress about Antibacterial agents. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Synthetic Route of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kim, Sangmin; Loose, Florian; Bezdek, Mate J.; Wang, Xiaoping; Chirik, Paul J. published the artcile< Hydrogenation of N-Heteroarenes Using Rhodium Precatalysts: Reductive Elimination Leads to Formation of Multimetallic Clusters>, Synthetic Route of 3796-23-4, the main research area is phenylpyridinyl benzoquinolinyl cyclometalated pentamethylcyclopentadienylrhodium hydride multinuclear preparation crystal structure; hydrogenation heteroarene rhodium precatalyst reductive multimetallic rhodium cluster; crystal mol structure pentamethylcyclopentadienylrhodium multimetallic cluster.

A rhodium-catalyzed method for the hydrogenation of N-heteroarenes is described. A diverse array of unsubstituted N-heteroarenes including pyridine, pyrrole, and pyrazine, traditionally challenging substrates for hydrogenation, were successfully hydrogenated using the organometallic precatalysts, [(η5-C5Me5)Rh(N-C)H] (N-C = 2-phenylpyridinyl (ppy) or benzo[h]quinolinyl (bq)). In addition, the hydrogenation of polyaromatic N-heteroarenes exhibited uncommon chemoselectivity. Studies into catalyst activation revealed that photochem. or thermal activation of [(η5-C5Me5)Rh(bq)H] induced C(sp2)-H reductive elimination and generated the bimetallic complex, [(η5-C5Me5)Rh(μ2,η2-bq)Rh(η5-C5Me5)H]. In the presence of H2, both of the [(η5-C5Me5)Rh(N-C)H] precursors and [(η5-C5Me5)Rh(μ2,η2-bq)Rh(η5-C5Me5)H] converted to a pentametallic rhodium hydride cluster, [(η5-C5Me5)4Rh5H7], the structure of which was established by NMR spectroscopy, x-ray diffraction, and neutron diffraction. Kinetic studies on pyridine hydrogenation were conducted with each of the isolated rhodium complexes to identify catalytically relevant species. The data are most consistent with hydrogenation catalysis prompted by an unobserved multimetallic cluster with formation of [(η5-C5Me5)4Rh5H7] serving as a deactivation pathway.

Journal of the American Chemical Society published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent) (N-heteroarenes). 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

Chen, Qingping; Deady, Leslie W. published the artcile< Synthesis of some benzo[b][1,6]naphthyridines and benzo[b][1,7]naphthyridines>, Reference of 55279-29-3, the main research area is benzonaphthyridine methyl; naphthyridine benzo.

Pfitzinger (1-benzylpiperidin-4-one with 7-methylisatin) and Friedlaender (3-aminopyridine-4-carbaldehyde with 2-methylcyclohexanone) syntheses, resp., were used to prepare the title azaacridines I and II containing a Me substituent peri to the central nitrogen. Oxidation of this group gave the corresponding aldehyde and carboxylic acid. In the [1,6] case, especially, the 10-position was also easily oxidized to give acridone analogs. Nitration occurred exclusively in the benzenoid rings.

Australian Journal of Chemistry published new progress about 55279-29-3. 55279-29-3 belongs to class pyridine-derivatives, and the molecular formula is C6H6N2O, Reference of 55279-29-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mizukawa, Yuki; Ikegami-Kawai, Mayumi; Horiuchi, Masako; Kaiser, Marcel; Kojima, Masayoshi; Sakanoue, Seiki; Miyagi, Seiya; Nanga Chick, Christian; Togashi, Hiroyuki; Tsubuki, Masayoshi; Ihara, Masataka; Usuki, Toyonobu; Itoh, Isamu published the artcile< Quest for a potent antimalarial drug lead: Synthesis and evaluation of 6,7-dimethoxyquinazoline-2,4-diamines>, Reference of 3731-53-1, the main research area is dimethoxyquinazolinediamine preparation antimalarial; Antimalarial drug; Derivatization; Quinazoline-2,4-diamines; SAR.

Quinazolines have long been known to exert varied pharmacol. activities that make them suitable for use in treating hypertension, viral infections, tumors, and malaria. Since 2014, author’s have synthesized approx. 150 different 6,7-dimethoxyquinazoline-2,4-diamines and evaluated their antimalarial activity via structure-activity relationship studies. Here, author’s summarize the results and report the discovery of 6,7-dimethoxy-N4-(1-phenylethyl)-2-(pyrrolidin-1-yl)quinazolin-4-amine, which exhibits high antimalarial activity as a promising antimalarial drug lead.

Bioorganic & Medicinal Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Reference of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Beller, Matthias; Magerlein, Wolfgang; Indolese, Adriano F.; Fischer, Christine published the artcile< Efficient palladium-catalyzed alkoxycarbonylation of N-heteroaryl chlorides - A practical synthesis of building blocks for pharmaceuticals and herbicides>, Formula: C6H6ClNO, the main research area is butyl pyridinecarboxylate preparation; heteroaryl chloride alkoxycarbonylation palladium phosphine ligand catalyst; alkoxycarbonylation chloropyridine palladium catalyst.

The alkoxycarbonylation of various N-heteroaryl chlorides was examined in detail. Studies of the butoxycarbonylation of 2- and 3-chloropyridine revealed the importance of selecting both the right phosphine ligand and ligand concentration in order to obtain efficient conversion and selectivity. Amongst the different ligands tested, 1,4-bis(diphenylphosphino)butane (dppb) and 1,1′-bis(diphenylphosphino)ferrocene (dppf) led to the most efficient palladium catalyst systems for the conversion of 2- and 4-chloropyridines and similar heteroaryl chlorides. For e.g., Bu pyridine-2-carboxylate was prepared in 95% yield in the presence of dppf ligand. The best catalytic systems for the alkoxycarbonylation of less activated substrates, such as 3-chloropyridines, were found to be those containing 1,4-bis(dicyclohexylphosphino)butane. Good to excellent yields of a number of N-heterocyclic carboxylic acid esters were realized by applying the appropriate ligand in the right concentration at low catalyst loadings (0.005-0.5 mol% Pd). For the first time catalyst turnover numbers (TON) of up to 13,000 were obtained for the carbonylation of a (hetero)aryl chloride.

Synthesis published new progress about Alkoxycarbonylation. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Formula: C6H6ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem