Month: December 2022

Kara, Belguzar Yasemin published the artcileA practical and highly efficient reductive dehalogenation of aryl halides using heterogeneous Pd/AlO(OH) nanoparticles and sodium borohydride, Application In Synthesis of 930-36-9, the publication is Tetrahedron (2016), 72(39), 5898-5902, database is CAplus.

The reductive dehalogenation of aryl halides was performed by using com. available aluminum oxy-hydroxide-supported palladium (Pd/AlO(OH)) nanoparticles of about 3 nm size (0.5 weight % Pd) with sodium borohydride. The dehalogenated products were obtained with absolute conversion in a mixture of H₂O/MeOH (volume/volume=1/1) under ultrasonic conditions at room temperature All aryl halides were successfully converted to halogen-free compounds within 1.5-4 h with yields of over 95%. The one-pot catalytic method is presented as a new process for the reductive dehalogenation of halogenated compounds This method is quite simple, highly efficient and eco-friendly, and has an exceptional recovery rate.

Tetrahedron published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Application In Synthesis of 930-36-9.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Milner, Phillip J. published the artcileIn-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides, Application of 1-Methylpyrazole, the publication is Organometallics (2015), 34(19), 4775-4780, database is CAplus and MEDLINE.

A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallog. studies and d. functional theory (DFT) calculations suggest that the challenging step of this transformation is C-F reductive elimination of five-membered heteroaryl fluorides from Pd(II) complexes. On the basis of these studies, we have found that various heteroaryl bromides bearing Ph groups in the ortho position can be effectively fluorinated under catalytic conditions. Highly activated 2-bromoazoles, such as 8-bromocaffeine, are also viable substrates for this reaction.

Organometallics published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Application of 1-Methylpyrazole.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Li, Tianrong published the artcileA rhodamine 6G derivative as “turn-on” fluorescent probe for Cu²⁺. Spectroscopy, single crystal structure and DFT calculations, Application of 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is Polyhedron (2017), 154-159, database is CAplus.

In order to achieve an effective “turn-on” fluorescence detection of Cu²⁺, a rhodamine 6G-based sensor [1-phenyl-3-methyl-5-hydroxypyrazole-4-benzoyl(rhodamine 6G) hydrazone, 1] was prepared Fluorescence and UV-Vis absorption titration, detection limit, single crystal structure, binding mode, and quantum mech. calculation studies were also discussed in detail. Sensor 1 showed highly selectivity and sensitivity to Cu²⁺ among common cations (Na⁺, K⁺, Mg²⁺, Ca²⁺, Mn²⁺, Co²⁺, Ni²⁺, Zn²⁺, Cd²⁺, Cr³⁺, Fe³⁺ and Cu²⁺) in acetonitrile. Upon addition of Cu²⁺, a new absorption band at 523 nm, and a strong emission band centering at 557 nm appeared in 1 solution Relevant solution changed from colorless to purple, and an obvious orange fluorescence emission was given. A maximum fluorescence enhancement of 250 times at 557 nm could be made by addition of 6 equiv of Cu²⁺. The fluorescence detection limit was calculated to be 2.5 μM (0.20 ppm) for Cu²⁺, and 1:1 stoichiometry between Cu²⁺ and 1 was proved. In the single crystal of 1-Cu²⁺ complex, rhodamine moiety exhibited an open cycle form. We believe 1 can be a good candidate for the fluorescence detection of Cu²⁺.

Polyhedron published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, Application of 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Dong, W.-K. published the artcileSynthesis, crystal, and supermolecular structure of (Z)-4-({4-[1-(hydroxyimino)ethyl]-phenylimino}(phenyl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, Application In Synthesis of 4551-69-3, the publication is Asian Journal of Chemistry (2013), 25(17), 9952-9956, database is CAplus.

The compound, (Z)-4-({4-[1-(hydroxyimino)ethyl]phenylimino}(phenyl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one was synthesized and characterized by elemental anal., IR spectra and X-ray diffraction method [triclinic, space group P-1, a 9.5375(12), b 11.2824(13), c 20.545(2) Å, α 97.3970(10), β 92.0430(10), γ 99.280(2)°, V 2160.1(4) ų, Z 4]. This compound is a potential tridentate ligand containing mono-oxime group. In the crystal structure, there are two crystallog. independent but chem. identical mols. A and B. There are two strong intramol. N3-H3…O1 and N7-H7…O3 hydrogen bonds form six-membered S(6) ring motifs. Each mol. A interlinks two neighboring mols. B into a 1D infinite chain through six intermol. O2-H2…N6, C29-H29A…O2, C35-H35…N4, O4-H4…N2, C4-H4A…O4 and C10-H10…N8 hydrogen bonds and each mol. B interlinks two neighboring mols. A into the other 1D infinite chain in the same way. Furthermore, the two dual chains are further stabilized by intermol. C50-H50B…O1 hydrogen bonds to form an infinite 2D supramol. network structure.

Asian Journal of Chemistry published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, Application In Synthesis of 4551-69-3.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Yang, Zhong-Tao published the artcileOrganocatalytic Enantioselective aza-Friedel-Crafts Reactions of Pyrazolinone Ketimines with Hydroxyindoles and Electron-Rich Phenols, Related Products of pyrazoles-derivatives, the publication is Advanced Synthesis & Catalysis (2018), 360(10), 2049-2054, database is CAplus.

A variety of enantioenriched indole derivatives substituted in the benzene ring were synthesized via an organocatalytic asym. aza-Friedel-Crafts reaction of pyrazolinone ketimines with hydroxyindoles. This reaction was also applicable to electron-rich phenols, yielding the desired products in high yields (up to 99%) and excellent stereo-selectivities (91-99% ee). Moreover, this method presents its potential in the synthesis of structurally novel indole-pyrazolinone conjugate derivatives

Advanced Synthesis & Catalysis published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C12H23N3S, Related Products of pyrazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Ma, Jing published the artcileElectrochemical-Induced C(sp³)-H Dehydrogenative Trimerization of Pyrazolones to Tripyrazolones, Computed Properties of 14580-22-4, the publication is European Journal of Organic Chemistry (2021), 2021(40), 5491-5496, database is CAplus.

The electrochem.-induced three-component C(sp³)-H dehydrogenative trimerization of pyrazolones to tripyrazolones with hydrogen evolution has been accomplished under the metal- and external-oxidant-free conditions. This protocol provides an efficient and eco-friendly method for the synthesis of tripyrazolones, which avoids the use of metals and stoichiometric chem. oxidants. A wide range of functional groups was tolerated to give selectively the desired products in high yields. Importantly, such an electrochem.-oxidation-induced dehydrogenative trimerization reaction could be easily scaled up with excellent efficiency.

European Journal of Organic Chemistry published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C10H9ClN2O, Computed Properties of 14580-22-4.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Sun, Pengfei published the artcileDMSO-promoted regioselective synthesis of sulfenylated pyrazoles via a radical pathway, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Organic Chemistry Frontiers (2017), 4(7), 1367-1371, database is CAplus.

A green and eco-friendly protocol for the construction of C-4 sulfenylated pyrazoles I [R¹ = Me, t-Bu, Ph, COOH; R² = Me, Ph, 4-MeC₆H₄, 4-ClC₆H₄, 2-ClC₆H₄; R³= Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.; R⁴ = OH] via a radical pathway was established for the first time. When 1,3-diphenyl-1H-pyrazol-5-amine was reacted with aryl thiols the corresponding 2,5-diphenyl-4-arylsulfanyl-pyrazol-3-amines I [R¹ = R² = Ph; R³ = 4-MeC₆H₄, 4-MeOC₆H₄, 4-BrC₆H₄; R⁴ = NH₂] were also obtained in moderate to good yields. The reaction worked smoothly under catalyst and solvent-free conditions to afford wide range of sulfenylated pyrazole derivatives in good to excellent yields. The thiyl free radical generated in situ, served as a single electron transfer medium for the present transformation. This reaction provided a new strategy for the formation of C-S bond.

Organic Chemistry Frontiers published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C13H10O3, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Almendros, Pedro published the artcileTransition metal-free controlled synthesis of bis[(trifluoromethyl)sulfonyl]ethyl-decorated heterocycles, Recommanded Product: 1-Methylpyrazole, the publication is Organic Chemistry Frontiers (2018), 5(21), 3163-3169, database is CAplus.

Several heterocycles reacted with shelf-stable 2-(2-fluoropyridinium-1-yl)-1,1-bis[(trifluoromethyl)sulfonyl]ethan-1-ide, a latent Tf₂C=CH₂ source, to give rise in a mild and controllable way to adducts via direct C-H bis[(trifluoromethyl)sulfonyl]ethylation reactions. This metal- and irradiation-free protocol is convenient. Besides, the volatile side-product 2-fluoropyridine can be smoothly eliminated under vacuum, which facilitates purification The substrate scope survey discloses that exquisite chemo- and regioselectivities are achieved in a variety of heterocyclic systems. Of particular interest are the late-stage structural modification of known pharmaceuticals, such as the marketed drugs phenazone (antipyrine) and edaravone, and the development of a water soluble fluorescent dye.

Organic Chemistry Frontiers published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Recommanded Product: 1-Methylpyrazole.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Oka, Naoki published the artcileAryl Boronic Esters Are Stable on Silica Gel and Reactive under Suzuki-Miyaura Coupling Conditions, Name: 1H-Pyrazole-4-boronic acid, the publication is Organic Letters (2022), 24(19), 3510-3514, database is CAplus and MEDLINE.

A wide range of aryl boronic 1,1,2,2-tetraethylethylene glycol esters [ArB(Epin)s] were readily synthesized. Purifying aryl boronic esters by conventional silica gel chromatog. is generally challenging; however, these introduced derivatives were easily purified on silica gel and isolated in excellent yields. The purified ArB(Epin) was subjected to Suzuki-Miyaura couplings, which provided higher yields of the desired biaryl products than those obtained using the corresponding aryl boronic acids or pinacol esters.

Organic Letters published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, Name: 1H-Pyrazole-4-boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Abu Talip, Ruwaida Asyikin published the artcileUnderstanding the physicochemical and transport properties of pyrazolium based ionic liquids bearing iodide and triiodide anions, Category: pyrazoles-derivatives, the publication is Journal of Molecular Liquids (2022), 118270, database is CAplus.

Ionic liquids (ILs) particularly imidazolium-based ILs have been widely used in various industrial applications such as solvent or catalyst for synthesis, as electrolyte in energy devices, and as solvent for extraction and separation The extensive phys. and chem. properties data available on the imidazolium-based ILs have made them easier to be incorporated into variety of applications compared to other types of ionic liquids Ionic liquids composed of pyrazolium derivative as cation having the same heteroaromatic ring structure with imidazolium derivative except for the position of the nitrogen atoms, may result in unique phys. and chem. properties, yet have been minimally explored. The main objective of this study is to investigate the physicochem. and transport properties of pyrazolium-based ILs to fully comprehend their potential for further development for a specific task or application. In this study, three alkylpyrazolium iodides ILs as well as corresponding three alkylpyrazolium triiodides ILs were synthesized and characterized. The NMR anal. showed that the formation of alkylpyrazolium triiodides ILs from their resp. iodide precursors has resulted the resonance to be more deshielded due to lesser electron d. experienced by the acidic protons of pyrazolium cation due to the weakly localized charge in triiodide anion. The effect of different anions and the alkyl chain of the pyrazolium cation moiety has a pronounced effect on the phys. and transport properties of the synthesized ILs. It is found that the pyrazolium ionic liquids with triiodide anion demonstrated high thermal stability, low viscosity, and high ionic conductivity as compared to the iodide analogs.

Journal of Molecular Liquids published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Category: pyrazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics