742-01-8Relevant academic research and scientific papers
Unexpected ring opening of pyrazolines with activated alkynes: synthesis of 1H-pyrazole-4,5-dicarboxylates and chromenopyrazolecarboxylates
Bhimapaka, China Raju,Kolla, Sai Teja,Rayala, Nageswara Rao,Sridhar, Balasubramanian
supporting information, p. 334 - 338 (2022/01/20)
1H-Pyrazole-4,5-dicarboxylates and chromenopyrazole carboxylates were prepared by reacting pyrazolines with activated alkynes under neat conditions without a catalyst. The products were formed via unexpected ring opening of pyrazolines with the elimination of styrene/ethylene. These types of transformations are unknown and the products formed were confirmed using their spectral/analytical data. In addition, the structures of compounds 5e and 5n were confirmed by single-crystal X-ray analysis. Control experiments were conducted to support the proposed reaction mechanism.
Active Base Hybrid Organosilica Materials based on Pyrrolidine Builder Units for Fine Chemicals Production
Llopis, Sebastián,Velty, Alexandra,Díaz, Urbano
, p. 5012 - 5024 (2021/10/19)
The catalytic activity of “pyrrolidine type” fragments included or anchored in the mesoporous silica supports or polymeric frameworks have been fully reported for enantioselective transformation. Nevertheless, low attention was focused on their catalytic abilities to perform base-catalyzed reaction. Accordingly, hybrid materials including pyrrolidine fragments in the mesoporous silica supports were prepared following different synthesis methods, such as micellar and fluoride sol-gel routes in absence of structural directing agents. Their great catalytic performance was explored for various base-catalyzed reactions to the formation of C?C bond through Knoevenagel, Claisen-Schmidt and Henry condensations under microwave irradiation. The benefits of microwave irradiation combined with suitable catalytic properties of pyrrolidine hybrid materials with strong base sites and high accessibility to active centers, allowed carrying out successfully base-catalyzed condensation reactions for the production of fine chemicals. Moreover, the hybrid catalyst exhibited high selectivity and good stability over different catalytic cycles contributing to environmental sustainability.
TBHP/Cu(OAc)2 mediated oxidation of pyrazolines: A convenient method for the preparation of pyrazoles
Kolla, Sai Teja,Somanaboina, Ramya,Bhimapaka, China Raju
supporting information, p. 1425 - 1432 (2021/02/27)
An efficient and simple oxidative protocol has been developed for the preparation of pyrazoles from pyrazolines mediated by TBHP/Cu(OAc)2 at room temperature. The present protocol has been successfully applied for the preparation of various pyrazole compounds from heterocyclic pyrazolines.
N-para-sulfonium salt substituted pyrazoline derivative, photocurable composition and preparation method
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Paragraph 0142-0143; 0145; 0150-0151, (2020/07/21)
The invention relates to an N-para-sulfonium salt substituted pyrazoline derivative shown as the following formula (I) in the specification, a photocurable composition, and a preparation method of theN-para-sulfonium salt substituted pyrazoline derivative shown as the following formula (I). The N-para-sulfonium salt substituted pyrazoline derivative shown as formula (I) has good absorption at a wavelength of 350nm or above, and compared with a 5-substituted sulfonium salt, the N-para-sulfonium salt substituted pyrazoline derivative has the advantages of simpler and more convenient molecule synthesis steps and reduced cost of raw materials, and is more suitable for industrial production and application.
Second harmonic generation in pyrazoline derivatives of dibenzylideneacetones and chalcone: A combined experimental and theoretical approach
de Araújo, Raiane Sodré,de Alcantara, Aline Moreira,Abeg?o, Luis M.G.,de Souza, Yago Pereira,Brand?o Silva, Ant?nio Carlos,Machado, Rogério,Joatan Rodrigues, José,Rodriguez Pliego, Josefredo,d'Errico, Francesco,Siqueira Valle, Marcelo,de Alencar, Márcio André Rodrigues Cavalcanti
, (2019/11/13)
In this work, we investigate theoretically and experimentally second harmonic generation (SHG) in three pyrazoline compounds, being two derivatives of dibenzylideneacetone (DBA) (C23H20N2 and C25H24N2O2) and one derivative of chalcone (C21H18N2). The compounds were synthesized after two steps employing a Claisen-Schmidt condensation followed by an addition-elimination reaction with phenylhydrazine. All compounds were characterized using NMR, FT-IR, UV-Vis, and XRD. We calculated the first-order hyperpolarizabilities of these molecules using program packages based on the time-dependent Hartree-Fock (TDHF) and density functional theory (DFT). SHG was characterized by Kurtz and Perry's powder method. We observed that these organic crystals present SHG efficiencies up to 5 times larger than the KDP, and we associated these values to their molecular structure and crystalline arrangements. The values obtained experimentally and theoretically evidence that these compounds have good potential for application in electronic devices based on second-order nonlinear responses.
Pyrazoline-based colorimetric and fluorescent probe for detection of sulphite
Uchacz, Tomasz,Jajko, Gabriela,Danel, Andrzej,Szlachcic, Pawe?,Zapotoczny, Szczepan
, p. 874 - 883 (2019/01/10)
Two pyrazoline-based fluorescent and colorimetric probes have been synthesized and their photophysical properties have been investigated by means of electronic absorption and emission spectroscopy. The compounds differ from each other by the presence of a
Ultrasound assisted synthesis of 1,5-diaryl and 1,3,5-triaryl-2-pyrazolines by using KOH/EtOH system with Cu(I) catalyst
Pise, Ashok S.,Jadhav, Sunil D.,Burungale, Arvind S.,Devkate, Santosh S.,Gawade, Ramesh B.
, p. 894 - 896 (2018/03/13)
1,5-Diaryl-2-pyrazolines and 1,3,5-triaryl-2-pyrazolines were synthesized in alcoholic potassium hydroxide in high yields within 1-6 min under ultrasound irradiation at room temperature.
Microwave-irradiated synthesis and biological evaluation of 3,5-diaryl-1-phenyl-2-pyrazolines as antibacterial and anti-inflammatory agents
Kumar, Anjan,Rout, Sradhasini,Panda, Jnyanaranjan,Sahoo, Biswa Mohan,Banik, Bimal Krishna
, p. 1321 - 1326 (2020/06/27)
In a wide search program towards a biologically active antibacterial and anti-inflammatory agents, a series of 3,5-diaryl-1-phenyl-2-pyrazoline have been synthesized with excellent yields employing microwave techniques starting from substituted α,β-unsaturated carbonyl compounds which undergo cyclization reactions with phenylhydrazine. The structures of newly synthesized compounds were characterized and confirmed on the basis of FT-IR, 1H NMR and mass spectral analyses. The synthesized compounds 3,5-diaryl-1-phenyl-2-pyrazolines had shown significant activity against Staphylococcus aureus (MTCC 87), Escherichia coli (MTCC 40), Pseudomonas aeruginosa (MTCC 424) and Proteus vulgaris (MTCC 426) by cup plate method using tetracycline-SD 037 as a reference standard. The anti-inflammatory property of 1,3,5-diaryl-1-phenyl-2-pyrazolines were screened by using carragenan induced paw edema method in Wistar rat. The anti-inflammatory activities were comparable to that of the standard drug diclofenac. The safety of 3,5-diaryl-1-phenyl-2-pyrazolines were reflected by toxicity studies.
TfOH mediated intermolecular electrocyclization for the synthesis of pyrazolines and its application in alkaloid synthesis
Annes, Sesuraj Babiola,Vairaprakash, Pothiappan,Ramesh, Subburethinam
, p. 30071 - 30075 (2018/09/11)
TfOH mediated easy access to interesting pyrazolines starting from an aldehyde, phenylhydrazine and styrene has been developed. The scope of this synthetic methodology has been explored by synthesizing various 1,3,5-trisubstituted pyrazolines in very good yields with very high regioselectivity. The origin of regioselectivity has been explained by comparing the stability of possible intermediate carbocations. The synthetic utility of a green solvent has been explored by synthesizing some of pyrazolines in a DES medium. The synthetic application of the present methodology is employed in the synthesis of a pyrazoline alkaloid.
Spectroscopic studies of aryl substituted 1-phenyl-2-pyrazolines: Steric and electronic substitution effects
Soltani, Marzieh,Memarian, Hamid R.,Sabzyan, Hassan
, p. 903 - 917 (2018/09/18)
A series of aryl substituted 1-phenyl-2-pyrazolines containing electron-donating and electron-withdrawing substituents on different positions of the C3– or C5-aryl groups were synthesized and their steric and electronic effects on ch
