51390-16-0Relevant academic research and scientific papers
TBHP/Cu(OAc)2 mediated oxidation of pyrazolines: A convenient method for the preparation of pyrazoles
Kolla, Sai Teja,Somanaboina, Ramya,Bhimapaka, China Raju
, 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.
Nano-SnCl4 /SiO2 as a catalyst for one-pot synthesis of substituted 1h-pyrazoles as antifungal and cytotoxic agents
Faghih, Zeinab,Khabnadideh, Soghra,Mirjalili, Bi Bi Fatemeh,Moradi, Hadi,Zamani, Leila,Zomorodian, Kamiar
, p. 459 - 465 (2020/04/21)
A simple and efficient method was developed for the synthesis of pyrazole derivatives via a one-pot reaction of 1,3-diketone and substituted hydrazines in the presence of nano-SnCl4/SiO2 as a mild catalyst. A series of some pyrazole derivatives (P1-P11) was synthesized and evaluated as anti-fungal and anti-cancer agents. Compounds P10 and P11 were demonstrated. The antimicrobial activities of the synthetic compounds showed that compounds P10 and P11 most excellently inhibited the growth of dermatophytes or Aspergillus species, respectively. Therefore, the cytotoxic activities of the-se compounds on two human cancer cell lines, A549 (lung cancer) and MCF-7 (breast cancer) were further assessed. Hence, results demonstrated that beside antifungal activity, P10 had also desirable cy-totoxic effect on investigated cancerous cell lines, even higher than cisplatin.
Visible light mediated metal-free oxidative aromatization of 1,3,5-trisubstituted pyrazolines
Annes, Sesuraj Babiola,Rajmohan, Rajamani,Ramesh, Subburethinam,Vairaprakash, Pothiappan
supporting information, (2019/07/22)
The visible light mediated oxidation of 1,3,5-trisubstituted pyrazolines under metal-free conditions was developed. Various substituted pyrazolines were oxidized to pyrazoles by irradiation with visible light/sunlight. A plausible mechanism was proposed f
Pyrazoles and C-Imidoylaziridines through [4+1] Annulation and [2+1] Cycloaddition of 1-Azabuta-1,3-dienes with a Synthetic Equivalent of Phthalimidonitrene
Stukalov, Aleksandr,Sokolov, Viktor V.,Suslonov, Vitalii V.,Kuznetsov, Mikhail A.
supporting information, p. 2587 - 2595 (2017/05/19)
Oxidative addition of N-aminophthalimide to 1,2,4-triaryl-1-azabuta-1,3-dienes leads, in most cases, to the regiodefined formation of 1,3,5-triarylpyrazoles in moderate to good yields through [4+1] annulation. This transformation is supposed to proceed by nitrenoid attack onto a lone pair of electrons of the imine nitrogen atom to give the vinylazomethine imine, followed by its 1,5-electrocyclization into pyrazoline and further aromatization into pyrazole. Rare examples of 2-imidoyl-1-phthalimidoaziridines that are formed by competitive [2+1] cycloaddition onto the C=C bond were isolated in low yields for 1-azadienes with electron-deficient aryl substituents at the imine nitrogen atom.
Radical Addition of Hydrazones by α-Bromo Ketones to Prepare 1,3,5-Trisubstituted Pyrazoles via Visible Light Catalysis
Fan, Xiu-Wei,Lei, Tao,Zhou, Chao,Meng, Qing-Yuan,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
, p. 7127 - 7133 (2016/08/30)
A novel efficient tandem reaction of hydrazones and α-bromo ketones is reported for the preparation of 1,3,5-trisubstituted pyrazoles by visible light catalysis. In this system, the monosubstituted hydrazones show wonderful reaction activity with alkyl radicals, generated from α-bromo ketones. A radical addition followed by intramolecular cyclization affords the important pyrazole skeleton in good to excellent yields. This efficient strategy under mild conditions with wide group tolerance provides a potential approach to the 1,3,5-trisubstituted pyrazoles.
Nano-TiO2: An efficient and reusable catalyst for the synthesis of 1,3,5-substituted pyrazoles
Akbari, Ali,Mirjalili, Bibi Fatemeh
, p. 119 - 123 (2016/07/15)
(Formula presented) A Nano-TiO2 is an efficient catalysis for the synthesis of 1,3,5-substituted pyrazoles via condensation of 1,3- diketones and hydrazines. Simple procedure, mild heating, solvent free, high yielding, and easy workup are some advantages of this protocol. The catalyst can be recovered easily and reused many times without significant loss in catalytic activity and selectivity.
Transition-Metal-Free N-Arylation of Pyrazoles with Diaryliodonium Salts
Gonda, Zsombor,Novák, Zoltán
supporting information, p. 16801 - 16806 (2015/11/16)
A new synthetic method was developed for the N-arylation of pyrazoles using diaryliodonium salts. The transformation does not require any transition-metal catalyst and provides the desired N-arylpyrazoles rapidly under mild reaction condition in the presence of aqueous ammonia solution as a mild base without the use of inert atmosphere. The chemoselectivity of unsymmetric diaryliodonium salts was also explored with large number of examples.
I2-mediated oxidative C-N bond formation for metal-free one-pot synthesis of di-, tri-, and tetrasubstituted pyrazoles from α,β-unsaturated aldehydes/ketones and hydrazines
Zhang, Xinting,Kang, Jinfeng,Niu, Pengfei,Wu, Jie,Yu, Wenquan,Chang, Junbiao
, p. 10170 - 10178 (2015/02/19)
An I2-mediated metal-free oxidative C-N bond formation methodology has been established for the regioselective pyrazole synthesis. This practical and eco-friendly one-pot protocol requires no isolation of the less stable intermediates hydrazone
