Tag: M.W=100-150

Appa, Rama Moorthy published the artcilePd-catalyzed oxidative homocoupling of arylboronic acids in WEPA: A sustainable access to symmetrical biaryls under added base and ligand-free ambient conditions, Recommanded Product: 2-Pyridinylboronic acid, the publication is Molecular Catalysis (2021), 111366, database is CAplus.

A quick and eco-friendly protocol for the synthesis of biaryls, e.g., I by an oxidative (aerobic) homocoupling of arylboronic acids RB(OH)₂ (R = C₆H₅, pyridin-2-yl, 2-thienyl, etc.) using Pd(OAc)₂ in water extract of pomogranate ash (WEPA) as an efficient agro-waste(bio)-derived aqueous (basic) media is described. The reactions were executed at ambient aerobic conditions in the absence of external base and ligand to result sym. biaryls in excellent yields. The use of renewable media with an effective exploitation of waste, short reaction times, excellent yields of products, easy separation of the products, unnecessating the external base, oxidant, ligand or volatile organic solvents and ambient reaction conditions are the vital insights of the present protocol.

Molecular Catalysis published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Recommanded Product: 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wikaira, Jan L. published the artcileTetrahalocuprate salts of substituted 4-aminopyridines: Synthesis, structure and magnetic properties, Related Products of pyridine-derivatives, the publication is Polyhedron (2013), 770-780, database is CAplus.

The reaction of CuX₂ (X = Br or Cl) with 4-amino-2-chloropyridine or 4-amino-2-methylpyridine in aqueous acids (HX; X = Br or Cl) yields bis(4-amino-2-chloropyridinium) tetrachlorocuprate(II) 3, bis(4-amino-2-chloropyridinium) tetrabromocuprate(II) 4, bis(4-amino-2-methylpyridinium) tetrachlorocuprate(II) monohydrate 5, and bis(4-amino-2-methylpyridinium) tetrabromocuprate(II) monohydrate 6. These compounds were characterized by IR, powder x-ray diffraction, single crystal X-ray diffraction, combustion anal., and temperature dependent magnetic susceptibility. Compounds 3 and 4 both crystallize in the monoclinic space group C2/c, compounds 5 crystallizes in the monoclinic space group P2₁/c and compound 3 crystallizes in the triclinic space group P-1. Magnetic data were collected for the four synthesized compounds and their previously reported parent compounds of 4-aminopyridinium tetrachlorocuprate 1, or tetrabromocuprate 2. All compounds exhibit antiferromagnetic exchange via the two-halide exchange, with strongest exchange observed for compound 6. A number of potential magnetic exchange pathways are seen in these compounds, but fitting of the data to available anal. models suggests that the magnetic exchange constants are 2J/k_B approx. -0.14(2) K in 1, âˆ?0.812(5) K in 2, âˆ?0.173(6) K in 3, âˆ?0.82(1) K in 4, âˆ?2.123(6) K in 5, and âˆ?30.9(1) K in 6.

Polyhedron published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C4Br2N2O4S, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Beng, Timothy K. published the artcileRegiocontrolled synthesis of (hetero)aryl and alkenyl dehydropyrrolidines, dehydropiperidines and azepenes by Ru-catalyzed, heteroatom-directed α-C-H activation/cross-coupling of cyclic enamides with boronic acids, Recommanded Product: 2-Pyridinylboronic acid, the publication is Organic & Biomolecular Chemistry (2016), 14(3), 830-834, database is CAplus and MEDLINE.

The synthesis of α-aryl and alkenyl pyrrolidine-, piperidine-, and azepane derivatives, through the intermediacy of cyclic enamides is described. The desired outcome is achieved through ruthenium-catalyzed, site-selective sp² C-H activation/cross-coupling with aryl and alkenyl boronic acids. The regioselectivity (α-sp²vs. α-sp³vs. β-sp² C-H functionalization) is governed by the rate differences between sp² and sp³ C-H activation and the necessity for chelation between the ruthenium metal and the carbonyl directing group.

Organic & Biomolecular Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Recommanded Product: 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

den Hertog, H. J. published the artcileDerivatives of pyridine and quinoline. LXXXIX. Derivatives of pyridine 1-oxide. IV. Directive influence of the 1-oxide group during the nitration of derivatives of pyridine 1-oxide, Computed Properties of 18437-58-6, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1951), 591-9, database is CAplus.

3-Ethoxypyridine (I) is converted to 3-ethoxypyridine I-oxide phthalate (II), m. 83.5-4.5°, with o-HO₂CC₆H₄CO₃H in Et₂O. II with fuming HNO₃ and H₂SO₄ yields 3-ethoxy-4-nitropyridine 1-oxide (III), m. 134-5°, which with Fe powder in HOAc gives 3-ethoxy-4-aminopyridine (picrate, m. 194-5°; mono-Ac derivative, m. 112.5-13.0°). Oxidation and nitration of 2-ethoxypyridine yields g-ethoxy-4-nitropyridine 1-oxide, m. 132.5-3.5°, which was reduced to 4-amino-2-ethoxypyridine, m. 88-9° forms a mono-Ac derivative, m. 105-5.5°, whose picrate m. 161-2°. The mono-Ac derivative of 2-amino-3-ethoxypyridine (IV) is prepared from IV and ketene, while the di-Ac derivative, m. 57.5-8.0°, is obtained from IV with Ac₂O at 215°. 2-Bromopyridine on oxidation and nitration yields 2-bromo-4-nitropyridine 1-oxide, m. 145.5-6.0°, reduced to 4-amino-2-bromopyridine, m. 95-7°. 2-Methylpyridine treated as above gives 2-methylpyridine 1-oxide phthalate, m. 115-16°, which on nitration yields 2-methyl-4-nitropyridine 1-oxide, m. 156-6.5°, reduced to 2-methyl-4-aminopyridine, m. 95.5-6°.

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Computed Properties of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Deady, Leslie W. published the artcileSubstituent effects on the isomer ratios in the rearrangement of some 2- and 4-nitraminopyridines, SDS of cas: 18437-58-6, the publication is Australian Journal of Chemistry (1982), 35(10), 2025-34, database is CAplus.

The preparation and rearrangement in 92% H₂SO₄ of I–III (R = H, Me, MeO, Br, Cl, CO₂H) were investigated. The product isomer ratios can be explained by differential electronic stabilization of the appropriate σ complexes for aromatic nitration and steric effects seem relatively unimportant. Deuteration [3-D in I, R = Me] had no effect on the product distribution.

Australian Journal of Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, SDS of cas: 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Stamm, T. published the artcileZeolite-catalyzed isomerization of aromatic amines to methyl-aza-aromatics, Synthetic Route of 18437-58-6, the publication is Journal of Catalysis (1995), 155(2), 268-82, database is CAplus.

The scope and mechanism of the isomerization of arylamines to methyl-substituted aromatic heterocycles have been studied. Aniline, toluidines, naphthylamines and m-phenylenediamine all reacted to the corresponding ortho-methyl-substituted aza-aromatics when exposed to high NH₃ pressure and elevated temperature in the presence of acid catalysts. Zeolites with a three-dimensional pore structure, especially H-ZSM-5, showed the best performance. Optimum reaction conditions are around 600 K and 10 MPa. Two mechanisms which had been proposed earlier for this apparent N-ortho C exchange reaction proved untenable. Neither incorporation of the N atom into the aromatic ring nor a mechanism based on an intramol. Ritter reaction could explain the required high NH₃ pressure or the product distribution. Two new mechanisms are proposed which can explain all observations. In both mechanisms, reaction starts with addition of NH₃ to the arylamine, followed by ring opening. In one mechanisms an alkyno-imine intermediate is formed; in the other mechanisms an enamino-imine intermediate is formed through a reverse aldol reaction. In both cases ring closure and NH₃ elimination lead to the required aromatic heterocycles. The high NH₃ presure is explained by the need to add NH₃ to the aromatic ring, and the high temperature by the need to desorb NH₃ from the acid sites.

Journal of Catalysis published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C15H24O2, Synthetic Route of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Das, Sabuj Kanti published the artcileCuO grafted triazine functionalized covalent organic framework as an efficient catalyst for C-C homo coupling reaction, Formula: C5H6BNO2, the publication is Molecular Catalysis (2020), 110650, database is CAplus.

A new copper oxide immobilized covalent organic framework (COF) material Cu^II-TRIPTA by grafting of CuO nanoparticles at the surface of a nitrogen rich porous COF material TRIPTA was reported. TRIPTA was synthesized through the extended Schiff base reaction between 2,4,6-triformylphloroglucinol and 1,3,5-tris-(4-aminophenyl)triazine. The COF as well as CuO loaded materials were characterized by powder X-ray diffraction (PXRD), transmission electron microscopy (TEM), XPS, N₂ adsorption-desorption, Fourier transform IR spectroscopy (FT-IR), thermogravimetry (TG) and EPR spectroscopic analyses. Cu^II-TRIPTA material was successfully applied as heterogeneous nanocatalyst for the C-C homo-coupling reaction of phenylboronic acids to synthesize wide range of biaryl compounds under mild and eco-friendly conditions (60°, methanol solvent). Remarkably high sp. surface area of Cu^II-TRIPTA (583 m² g^-1) and highly accessible catalytic sites in the 2D-hexagonal COF nano-architecture potentially makes it excellent catalyst in the C-C bond formation reaction, which was evident from the high TON of the catalyst in this reaction. The catalyst was recollected and reused till 6th cycles without any noticeable change of its catalytic activity, suggesting its high catalytic efficiency in this C-C bond formation reaction.

Molecular Catalysis published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Formula: C5H6BNO2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kobayashi, Yoshiro published the artcileStudies on the reaction of heterocyclic compounds. XV. N-Alkylation of 1,2,3,4-tetrahydro-5-methyl-1,6-naphthyridine, Application In Synthesis of 18437-58-6, the publication is Chemical & Pharmaceutical Bulletin (1976), 24(8), 1704-7, database is CAplus.

Alkylation of the 1-position of 5-methyl-1,2,3,4-tetrahydro-1,6-naphthyridine (I) does not proceed by ordinary methods. The UV absorption maximum of I shows a bathochromic shift on protonation. Considering this, alkylation was successfully carried out in the presence of NaNH2.

Chemical & Pharmaceutical Bulletin published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application In Synthesis of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Bodke, Yadav D. published the artcileApplication of Suzuki coupling in the synthesis of some novel coumarin derivatives as potent antibacterial agents, COA of Formula: C5H6BNO2, the publication is Pharma Chemica (2017), 9(21), 29-34, database is CAplus.

The synthesis of some novel coumarin derivatives by palladium catalyzed Suzuki cross-coupling and evaluation of their antibacterial potency was reported. Most of the compounds exhibited exceptional antibacterial activity as compared with the resp. standard, Ciprofloxacin.

Pharma Chemica published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, COA of Formula: C5H6BNO2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Lu, Xiao published the artcileAcid-Promoted Cascade Reaction of N-(4-Chloroquinolin-3-yl)carbamates with Amines: One-Pot Assembly of Imidazo[4,5-c]quinolin-2-ones, Recommanded Product: (6-Hydroxypyridin-3-yl)boronic acid, the publication is European Journal of Organic Chemistry (2018), 2018(13), 1572-1580, database is CAplus and MEDLINE.

An acid-promoted cascade reaction of N-(4-chloroquinolin-3-yl)carbamates with amines is described. This method achieves the formation of two new C-N bonds through an intermol. amination/intramol. cyclization reaction sequence. In combination with a subsequent Suzuki coupling reaction, this three-component telescopic procedure provides rapid access to various bioactive imidazo[4,5-c]quinolin-2-one derivatives

European Journal of Organic Chemistry published new progress about 903899-13-8. 903899-13-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Alcohol,Boronic Acids,Boronic acid and ester, name is (6-Hydroxypyridin-3-yl)boronic acid, and the molecular formula is C5H6BNO3, Recommanded Product: (6-Hydroxypyridin-3-yl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem