10252-53-6Relevant academic research and scientific papers
Quenching of Singlet Oxygen by 1,3,5-Triaryl-2-pyrazolines
Ando, Wataru,Sato, Rikiya,Yamashita, Masataka,Akasaka, Takeshi,Miyazaki, Hajime
, p. 542 - 546 (1983)
The efficient quenching of photochemically generated singlet oxygen by four 1,3,5-triaryl-2-pyrazolines (5-8) and p-(diethylamino)benzaldehyde diphenylhydrazone (9) has been investigated by inhibition of the photosensitized oxygenation of 1,3 diphenylisobenzofuran and 2-methyl-2-pentene. 1-Phenyl-3--5--2-pyrazoline (8) quenches singlet oxygen without any reaction at all, and the quenching rate constant reaches a maximum of 5.8 x 109 M-1 s-1.The quenching ability correlates with the value of their one-electron oxidation potentials (Ep).
Reaction of β-arylacryloyloxiranes with phenylhydrazine
Kuz'menok,Zvonok
, p. 277 - 279 (1996)
The reaction of β-arylacryloyloxiranes with phenylhydrazine under the conditions of acid catalysis leads to 3-arylvinyl-1-phenylpyrazoles and 2-hydroxymethyl-5-aryl-1,4-pentadien-3-one phenylhydrazones. 1996 Plenum Publishing Corporation.
New reaction of photoaromatization of aryl- and hetarylpyrazolines
Traven,Ivanov
, p. 1063 - 1069 (2008)
Aryl- and hetarylpyrazolines smoothly undergo photoaromatization under irradiation with the visible light (λ > 400 nm) in the presence of carbon tetrachloride. The reaction is accompanied by an increase in the acidity of the medium and a change in the fluorescence. The structure of pyrazoline and solvent considerably affect the photoaromatization rate. The mechanism of the reaction was proposed, which agrees with the experimental data.
Direct N-heterocyclization of hydrazines to access styrylated pyrazoles: synthesis of 1,3,5-trisubstituted pyrazoles and dihydropyrazoles
Venkateswarlu, Vunnam,Kour, Jaspreet,Kumar, K. A. Aravinda,Verma, Praveen Kumar,Reddy, G. Lakshma,Hussain, Yaseen,Tabassum, Aliya,Balgotra, Shilpi,Gupta, Sorav,Hudwekar, Abhinandan D.,Vishwakarma, Ram A.,Sawant, Sanghapal D.
, p. 26523 - 26527 (2018/08/07)
A microwave-assisted method has been developed for the synthesis of tri-substituted pyrazoles via direct N-heterocyclization of hydrazines with metal-acetylacetonate and -dibenzylideneacetonate without using any base or additives. Most importantly, the synthesis of 1-aryl-5-phenyl-3-styryl-1H-pyrazoles was achieved in a single step using hydrochloride salt of various phenylhydrazines and this is the first report for direct construction of these molecules. The reaction medium and microwave conditions play a critical role for their selective product formation during the reaction. The present reaction explored the usage of metal-diketonic complexes as reaction substrates providing acetylacetone and dibenzylideneacetone moieties to directly participate in cyclization with hydrazines to form the corresponding pyrazoles in excellent yields. The present protocol introduces the important N-heterocyclic moieties in the final structures, giving the reaction great applications from a medicinal chemistry perspective, particularly in the late stage modification strategies in drug discovery.
Blue ray absorbent as well as preparation method and application thereof
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, (2017/11/29)
The invention relates to a blue ray absorbent as well as a preparation method and application thereof. The blue ray absorbent has a structure represented by a general formula (shown in the description). The structure of the novel blue ray absorbent contains three phenyl units, C represents N-N and an unsaturated double bond and has a relatively large molecular weight, a conjugate group has excellent absorption capacity in a wavelength range of 400nm-500nm, and relatively good thermal stability is guaranteed due to the large molecular weight. The blue ray absorbent is moderate in molecular polarity and has relatively good consistency with polyethylene glycol terephthalate, and the unsaturated double bond can effectively participate in polymerization so as to enhance the heat stability, and the change of TGA is less than 1% when the processing temperature reaches 300 DEG C, so that the thermal degradation or decomposition of the blue ray absorbent caused due to the high temperature in production and processing processes can be effectively avoided, and the loss of a blue ray absorption function is prevented.
Iron-catalyzed aerobic oxidative aromatization of 1,3,5-trisubstituted pyrazolines
Ananthnag, Guddekoppa S.,Adhikari, Adithya,Balakrishna, Maravanji S.
, p. 240 - 243 (2013/12/04)
A simple and high yielding method for the synthesis of tri-substituted pyrazoles via iron(III) catalyzed aerobic oxidative aromatization of pyrazolines has been reported. The process demonstrates a variety of functional group tolerance.
3,4-Dihydro-2H-pyran promoted aerobic oxidative aromatization of 1,3,5-trisubstituted pyrazolines and Hantzsch 1,4-dihydropyridines
Banerjee, Dipanwita,Kayal, Utpal,Karmakar, Rajiv,Maiti, Gourhari
supporting information, p. 5333 - 5337 (2015/01/08)
An unprecedented facile oxidation of 1,3,5-trisubstituted pyrazolines and Hantzsch 1,4-dihydropyridines (DHPs) to the corresponding pyrazoles and pyridines was observed, mediated by 3,4-dihydro-2H-pyran in air. The reaction showed excellent reactivity, functional group tolerance, and high yield without using any metal and/or halogen based oxidizing agents.
Copper-catalyzed aerobic C(sp2)-H functionalization for C-N bond formation: Synthesis of pyrazoles and indazoles
Li, Xianwei,He, Li,Chen, Huoji,Wu, Wanqing,Jiang, Huanfeng
, p. 3636 - 3646 (2013/06/04)
A simple, practical, and highly efficient synthesis of pyrazoles and indazoles via copper-catalyzed direct aerobic oxidative C(sp2)-H amination has been reported herein. This process tolerated a variety of functional groups under mild conditions. Further diversification of pyrazoles was also investigated, which provided its potential for drug discovery.
Regioselective synthesis of 1,3,5-trisubstituted pyrazoles
Desai, Vidya G.,Satardekar, Pooja C.,Polo, Sampada,Dhumaskar, Kashinath
, p. 836 - 842 (2012/01/15)
A new and a simple approach toward synthesis of 1,3,5-trisubstituted pyrazoles from chalcone arylhydrazones via oxidative cyclization has been achieved. 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone was successfully used as an oxidizing agent to give excellen
Oxidative addition of N-aminophthalimide to alkenyl-4,5-dihydropyrazoles and alkenylpyrazoles. Synthesis of aziridinylpyrazoles
Ignatenko,Blandov,Kuznetsov
, p. 1793 - 1801 (2007/10/03)
Oxidation of N-aminophthalimide with lead tetraacetate in the presence of 1,5-diaryl-3-[(E)-2-arylethenyl]-1H-pyrazoles, as well as of 1,3-diphenyl-5-[(E)-2-phenylethenyl]-1H-pyrazole, gives adducts at the exocyclic C=C bond, the corresponding phthalimidoaziridinylpyrazoles. From 1,5-diphenyl-3-[(1E,3E)-4-phenyl-1,3-butadienyl]-1H-pyrazole, only product of addition at both exocyclic C=C bonds was obtained. In the reaction with 1-phenyl-3-[(1E,3E)-4-phenyl-1,3-butadienyl]-5-[(E)-2-phenylethenyl] -1H-pyrazole, the adduct at the styryl C=C bond was isolated. Analogous 4,5-dihydropyrazoles, 1,5-diphenyl-3-[(1E,3E)-4-phenyl-1,3-butadienyl]-4,5- dihydro-1H-pyrazole and 1-phenyl-3-[(1E,3E)-4-phenyl-1,3-butadienyl]-5-[(E)-2- phenylethenyl]-4,5-dihydro-1H-pyrazole, turned out to be inert in oxidative addition of N-aminophthalimide.
