Tag: M.W=100-150

Zheng, Yan-Long; Newman, Stephen G. published the artcile< Methyl Esters as Cross-Coupling Electrophiles: Direct Synthesis of Amide Bonds>, Recommanded Product: Pyridin-4-ylmethanamine, the main research area is methyl ester amine nickel catalyzed cross coupling amide preparation.

Amide bond formation and transition metal-catalyzed cross-coupling are two of the most frequently used chem. reactions in organic synthesis. Recently, an overlap between these two reaction families was identified when Pd and Ni catalysts were demonstrated to cleave the strong C-O bond present in esters via oxidative addition When simple Me and Et esters are used, this transformation provides a powerful alternative to classical amide bond formations, which commonly feature stoichiometric activating agents. Thus far, few redox-active catalysts have been demonstrated to activate the C(acyl)-O bond of alkyl esters, which makes it difficult to perform informed screening when a challenging reaction needs optimization. We demonstrate that Ni catalysts bearing diverse NHC, phosphine, and nitrogen-containing ligands can all be used to activate Me esters and enable their use in direct amide bond formation.

ACS Catalysis published new progress about Aliphatic esters Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Recommanded Product: Pyridin-4-ylmethanamine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Patel, Ashvani Kumar; Rathor, Shikha Singh; Samanta, Sampak published the artcile< Regioselective access to di- and trisubstituted pyridines via a metal-oxidant-solvent-free domino reaction involving 3-chloropropiophenones>, Safety of 1-(Pyridin-3-yl)ethanone, the main research area is heterocyclic pyridine preparation regioselective chemoselective green chem; chloropropiophenone ketone tandem reaction.

A remarkable metal-oxidant-solvent- and base-free domino route for regioselective access to a wide range of 2,4-di- and 2,3,4/6-trisubstituted pyridines, e.g., I including carbo- and heterocyclic fused pyridines is reported. This [3C + 2C + 1N] cyclization reaction occurs between 3-chloropropiophenones RC(O)(CH2)2Cl (R = Ph, 4-iodophenyl, 5-methylthiophen-2-yl, etc.) (3C units), enolizable acyclic/cyclic ketones, e.g., 1,2,3,4-tetrahydronaphthalen-1-one (2C sources) and NH4OAc as a robust N source under neat conditions under an open atm., producing new C=C and C=N-C bonds in highly chemo- and regioselective manners. Interestingly, this eco-friendly method has many pos. features: excellent functional group tolerance, broad substrate scope, good to excellent regioselectivities, promising yields, no-unwanted products, neutral reaction conditions and appropriateness for large-scale synthesis. Mechanism studies reveal that the in situ generated β-amino ketone from 3-chloropropiophenone and an ammonium salt undergoes C=N bond formation with a ketone followed by an intramol. cyclization process (C=C bond), which are the decisive steps for pyridine synthesis.

Organic & Biomolecular Chemistry published new progress about C-C bond formation (cn). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Safety of 1-(Pyridin-3-yl)ethanone.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rani, Pooja; Husain, Ahmad; Bhasin, K. K.; Kumar, Girijesh published the artcile< Metal-Organic Framework-Based Selective Molecular Recognition of Organic Amines and Fixation of CO2 into Cyclic Carbonates>, Related Products of 3731-53-1, the main research area is zinc cadmium pyridinylnaphthalenecarboxamide oxybisbenzoate nitroisophthalate MOF preparation cycloaddition catalyst; thermal stability zinc cadmium pyridinylnaphthalenecarboxamide oxybisbenzoate nitroisophthalate; crystal structure zinc cadmium pyridinylnaphthalenecarboxamide oxybisbenzoate nitroisophthalate.

Synthesis and structural depiction of two new metal-organic frameworks (MOFs), namely, [{Zn(L)(oba)}·4H2O]α (Zn-MOF-1) and [{Cd1/2(L)1/2(nipa)1/2(H2O)1/2}·(DMF)1/2(H2O)]α (Cd-MOF-2) (where L = N2,N6-di(pyridin-4-yl)naphthalene-2,6-dicarboxamide, 4,4′-H2oba = 4,4′-oxybisbenzoic acid, and 5-H2nipa = 5-nitroisophthalic acid) are reported. Both Zn-MOF-1 and Cd-MOF-2 have been prepared by reacting ligand L and coligand 4,4′-H2oba or 5-H2nipa with the resp. dihydrates of Zn(OAc)2 and Cd(OAc)2 (OAc = acetate). Crystal structure X-ray anal. discloses that Zn-MOF-1 displays an overall 2D → 3D interpenetrated framework structure. The topol. anal. by ToposPro suggests a (4)-connected uninodal sql topol. with a point symbol of {44·62} having 2D + 2D parallel polycatenation. However, crystal packing of Cd-MOF-2 adapted a porous framework architecture and was topol. simplified as (3,4)-connected binodal 2D net. In addition, both Zn-MOF-1 and Cd-MOF-2 were proved to be multifunctional materials for the recognition of organic amines and in the fixation of CO2 to cyclic carbonates. Remarkably, Zn-MOF-1 and Cd-MOF-2 showed very good fluorescence stability in aqueous media and have shown 98 and 97% quenching efficiencies, resp., for 4-aminobenzoic acid (4-ABA), among all of the researched amines. The mechanistic study of organic amines recognition proposed that fluorescence quenching happened mainly through hydrogen-bonding and π-π stacking interactions. Addnl., cycloaddition of CO2 to epoxide in the presence of Zn-MOF-1 and Cd-MOF-2 afforded up to 96% of cyclic carbonate within 24 h. Both Zn-MOF-1 and Cd-MOF-2 exhibited recyclability for up to five cycles without noticing an appreciable loss in their sensing or catalytic efficiency.

Inorganic Chemistry published new progress about Amines Role: ANT (Analyte), PEP (Physical, Engineering or Chemical Process), ANST (Analytical Study), PROC (Process). 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

Chai, Huifang; Zeng, Xiaoping; Teng, Minggang; Duan, Lian published the artcile< Synthesis of 2, 3-dichloro-5-iodopyridine>, Quality Control of 13472-84-9, the main research area is dichloro iodopyridine synthesis.

In the paper, we introduced a approach to synthesize the title compound, was realized and manufactured from 2, 3-dichloropyridine via four steps. Its structure was verified by MS and 1H NMR. This synthetic route has the advantages of convenient operation and mild reaction conditions. The total product yield was 51%. This program is suitable for industrial production

Guangdong Huagong published new progress about Chlorination. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Quality Control of 13472-84-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Budweg, Svenja; Junge, Kathrin; Beller, Matthias published the artcile< Transfer-dehydrogenation of secondary alcohols catalyzed by manganese NNN-pincer complexes>, SDS of cas: 350-03-8, the main research area is manganese pincer complex preparation crystal structure; secondary alc manganese pincer complex catalyst transfer dehydrogenation; ketone preparation.

Novel catalytic systems based on pentacarbonylmanganese bromide and stable NNN-pincer ligands were presented for the transfer-dehydrogenation of secondary alcs. to gave the corresponding ketones in good to excellent isolated yields. Best results were obtained using di-picolylamine derivatives as ligands and acetone as an inexpensive hydrogen acceptor. Besides high activity for benzylic substrates, aliphatic alcs., as well as steroid derivatives, were readily oxidized in the presence of the optimal phosphorus-free catalyst.

Chemical Communications (Cambridge, United Kingdom) published new progress about Crystal structure. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, SDS of cas: 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Wenming; Holyoke, Caleb W. Jr.; Pahutski, Thomas F.; Lahm, George P.; Barry, James D.; Cordova, Daniel; Leighty, Robert M.; Singh, Vineet; Vicent, Daniel R.; Tong, My-Hanh T.; Hughes, Kenneth A.; McCann, Stephen F.; Henry, Yewande T.; Xu, Ming; Briddell, Twyla A. published the artcile< Mesoionic pyrido[1,2-a]pyrimidinones: Discovery of triflumezopyrim as a potent hopper insecticide1>, Synthetic Route of 56622-54-9, the main research area is mesoionic pyrido pyrimidinone preparation hopper insecticidal activity SAR; triflumezopyrim preparation hopper insecticidal activity SAR; Acetylcholine receptor; Inhibitor; Insecticide; Mesoionic; Pyrido[1,2-a]pyrimidinone; Triflumezopyrim.

A novel class of mesoionic pyrido[1,2-a]pyrimidinones has been discovered with exceptional insecticidal activity controlling a number of insect species. In this communication, we report the part of the optimization program which led to the discovery of triflumezopyrim (I) as a highly potent insecticide controlling various hopper species. Our efforts in discovery, synthesis, structure-activity relationship elucidation, and biol. activity evaluation are also presented.

Bioorganic & Medicinal Chemistry Letters published new progress about Acute toxicity. 56622-54-9 belongs to class pyridine-derivatives, and the molecular formula is C7H10N2, Synthetic Route of 56622-54-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Parchment, Oswald G.; Hillier, Ian H.; Green, Darren V. S. published the artcile< A theoretical study of the protometric equilibrium of 6-chloro-2-hydroxypyridine in the gas phase and in solution>, Application In Synthesis of 73018-09-4, the main research area is tautomerism chlorohydroxypyridine; quantum MP4 chlorohydroxypyridine tautomerism; solvation free energy chlorohydroxypyridine tautomerism; CISD quantum chlorohydroxypyridine tautomerism; correlation energy chlorohydroxypyridine tautomerism.

The equilibrium between 6-chloro-2-hydroxypyridine and 6-chloro-2-pyridone has been studied theor. in the gas phase, in water and and in carbon tetrachloride using a combination of electronic structure calculations, including geometry optimization and electron correlation, and mol. dynamics simulations. The use of a 6-31 G** basis with correlation, correctly predicts the increased stability of the enol form upon chlorine substitution at the 6 position and, at the MP4 level, yields agreement with the gas phase energetics to within 1.5 kcal mol-1. The accuracy of the computer simulations in predicting the differential free energy of solvation of the two tautomers in water is also ca. 1.5 kcal mol-1, while for solvation in carbon tetrachloride the corresponding accuracy is ca. 0.2 kcal mol-1.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about CISD. 73018-09-4 belongs to class pyridine-derivatives, and the molecular formula is C5H4ClNO, Application In Synthesis of 73018-09-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kokhan, Serhii O.; Valter, Yevheniia B.; Tymtsunik, Andriy V.; Komarov, Igor V.; Grygorenko, Oleksandr O. published the artcile< 3-Carboxy-/3-Aminobicyclo[1.1.1]pentane-Derived Sulfonamides and Sulfonyl Fluorides - Advanced Bifunctional Reagents for Organic Synthesis and Drug Discovery>, Computed Properties of 3811-73-2, the main research area is carboxy aminobicyclopentane derived sulfonamide sulfonyl fluoride preparation.

A convenient approach to 1,3-bifunctional sulfonyl fluorides, sulfonamides and sulfinates bearing a bicyclo[1.1.1]pentane unit attached to the sulfur atom and (protected) amino or carboxyl group is described. The method relied on photochem. decomposition of Barton [1-hydroxypyridine-2(1H)-thione] esters of the corresponding carboxylic acids as the key step, followed by oxidation and cleavage of the 2-pyridyl moiety. The title building blocks were obtained on a gram scale, and their utility was demonstrated by preparation of an isosteric analog of classical sulfonamide anitibiotic sulfanilamide, as well as some other common chem. modifications.

European Journal of Organic Chemistry published new progress about Sulfinates Role: SPN (Synthetic Preparation), PREP (Preparation). 3811-73-2 belongs to class pyridine-derivatives, and the molecular formula is C5H4NNaOS, Computed Properties of 3811-73-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Amu; Liu, Ya-Zhou; Shen, Zhongke; Qiao, Zeen; Ma, Xiaofeng published the artcile< Regioselective Synthesis of Pyrazolo[1,5-a]pyridine via TEMPO-Mediated [3 + 2] Annulation-Aromatization of N-Aminopyridines and α,β-Unsaturated Compounds>, HPLC of Formula: 350-03-8, the main research area is pyridiniumamine trimethylbenzenesulfonate alkene TEMPO catalyst regioselective annulation aromatization; pyrazolopyridine preparation.

A TEMPO-mediated [3 + 2] annulation-aromatization protocol for the preparation of pyrazolo[1,5-a]pyridines from N-aminopyridines and α,β-unsaturated compounds were developed. The procedure offered multisubstituted pyrazolo[1,5-a]pyridines in good to excellent yield with high and predictable regioselectivity. The modification of marketed drugs including Loratadine, Abiraterone and Metochalcone, a one-pot three-step gram scale synthesis of key intermediate for the preparation of Selpercatinib were demonstrated. Mechanism studies showed that TEMPO served both as a Lewis acid and as an oxidant.

Organic Letters published new progress about [3+2] Cycloaddition reaction (regioselective). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, HPLC of Formula: 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Szuroczki, Peter; Samson, Judit; Kollar, Laszlo published the artcile< Synthesis of 5-Carboxamidotriazoles via Azide-Alkyne Cycloaddition-Aminocarbonylation Sequence>, Electric Literature of 3731-53-1, the main research area is benzyl iodotriazole preparation amine carbon monoxide aminocarbonylation; amido benzyl triazole preparation.

5-Carboxamidotriazoles were prepared in the palladium-catalyzed aminocarbonylation of the corresponding iodotriazole using various amines as N-nucleophiles under mild reaction conditions. The iodoheteroarene substrates were obtained in good yields in copper-catalyzed azide-alkyne cycloaddition of iodoalkynes (2′-iodophenylacetylene and Et iodopropiolate) and benzyl azide.

ChemistrySelect published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Electric Literature of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem