1152-48-3Relevant academic research and scientific papers
Rapid abnormal [3+2]-cycloaddition of isatinN,N′-cyclic azomethine imine 1,3-dipoles with chalcones
Yue, Guizhou,Dou, Zhengjie,Zhou, Zexi,Zhang, Li,Feng, Juhua,Chen, Huabao,Yin, Zhongqiong,Song, Xu,Liang, Xiaoxia,Wang, Xianxiang,Rao, Hanbing,Lu, Cuifen
, p. 8813 - 8817 (2020)
The rapid synthesis of novel dicyclic spiropyrrolidine was reported, using [3+2]-cycloaddition of isatinN,N′-cyclic azomethine imine 1,3-dipoles, generated from the condensation of substituted isatins and pyrazolidones, with chalcones in 2-5 min. The dicy
Iodine-promoted oxidative coupling reaction: a simple and efficient process to access imidazo[1,2-a]pyridines from 2-aminopyridines and chalcones
Xing, Meng-Ming,Xin, Ming,Shen, Chao,Gao, Jian-Rong,Jia, Jian-Hong,Li, Yu-Jin
, p. 4201 - 4204 (2016)
A unique and efficient approach has been developed for the synthesis of substituted imidazo[1,2-a]pyridines with aminopyridines and chalcones via a one-pot I2-induced aerobic oxidative coupling. The reported reaction proceeded though a tandem Michael addition followed by an intramolecular oxidative amination with high regioselectivity, yields and good functional group tolerance.
Efficient synthesis of chalcone derivatives catalyzed by re-usable hydroxyapatite
Solhy,Tahir,Sebti,Skouta,Bousmina,Zahouily,Larzek
, p. 189 - 193 (2010)
Hydroxyapatite was found to be a very efficient heterogeneous catalyst for the preparation of chalcone derivatives via Claisen-Schmidt condensation using microwave irradiation. The impact of water on the catalyst reactivity was studied and was thought to act as co-catalyst due to the high activation observed in its presence. To investigate the origin of this activation, different organic solvents of similar or higher microwave absorbance as/to water were also tested, and it was confirmed that water is acting as co-catalyst when combined with hydroxyapatite, making the process highly efficient. The catalyst was easily recovered and efficiently re-used.
Recyclable Copper Nanoparticles-Catalyzed Hydroboration of Alkenes and β-Borylation of α,β-Unsaturated Carbonyl Compounds with Bis(Pinacolato)Diboron
Shegavi, Mahadev L.,Saini, Suresh,Bhawar, Ramesh,Vishwantha, Meghana Desai,Bose, Shubhankar Kumar
, p. 2408 - 2416 (2021)
Nano-ferrite-supported Cu nanoparticles (Fe-dopamine-Cu NPs) catalyzed anti-Markovnikov-selective hydroboration of alkenes with B2pin2 is reported under mild reaction conditions. This protocol can be applied to a broad range of substrates with high functional group compatibility. In addition, we demonstrated the use of Fe-dopamine-Cu NPs as a catalyst for the β-borylation of α,β-unsaturated ketones and ester, providing alkylboronate esters in up to 98% yield. Reuse of the magnetically recyclable catalyst resulted in no significant loss of activity in up to five reaction runs for both systems. (Figure presented.).
ALDOL CONDENSATIONS CATALYZED BY Co(II) COMPLEXES OF PYRIDINE-CONTAINING COPOLYMERS.
Watanabe,Imazawa
, p. 3208 - 3211 (1982)
The cross aldol condensations of aldehydes and ketones catalyzed by Co(II) complexes of pyridine-containing copolymers proceed under neutral conditions in DMF or DMSO to afford alpha , beta -unsaturated ketones without any by-product. The solid complex catalysts are capable of repeated use. The reactions of aromatic aldehydes and ketones give good results but not those of aliphatic compounds. Effects of substituent groups in chalcone formation are observed. The catalytic reaction features with the polymer-complex catalysts are compared with that with Co(II)-pyridine complex. The polymer-complex-catalyzed aldol condensations are discussed briefly in relation to the enzymatic reaction of Class II aldolase (metalloenzyme).
Near-infrared photoactivatable nitric oxide donors with photoacoustic readout
Zhou, Effie Y.,Knox, Hailey J.,Reinhardt, Christopher J.,Partipilo, Gina,Chan, Jefferson
, p. 113 - 147 (2020)
In this chapter, we motivate the need for photoactivatable NO donor molecules and give a brief survey of the existing chemical tools in the field. We then provide detailed protocols for the synthesis and validation of a near-infrared light-activated NO do
K3PO4-catalyzed one-pot synthesis of β-amino ketones
Movassagh, Barahman,Khosousi, Sakineh
, p. 1503 - 1506 (2012)
A new strategy which uses cheap K3PO4 as a very effective catalyst has been developed for synthesis of β-amino ketones by one-pot reaction of an aryl aldehyde, acetophenone derivative, and amine in EtOH at room temperature. Springer-Verlag 2012.
Efficient Protocol for the Synthesis of Novel Spiro[acenaphthylene-1,2′-pyrrolidin]-2-one Compounds
Lin, Yan,Fu, Zhijie,Shen, Tianhua,Che, Fengfeng,Song, Qingbao
, p. 2188 - 2194 (2015)
An efficient catalyst-free synthesis of 3′-benzoyl-4′,5′-diphenyl-2H-spiro[acenaphthylene-1,2′-pyrrolidin]-2-one derivatives via one-pot 1,3-dipolar cycloaddition of acenaphthenequinone, arylmethyl amines, and chalcones with high regioselectivity is described. The structure of the cycloadducts were characterized by infrared, high-resolution mass spectrometry (electrospray ionization), 1H NMR, and 13C NMR spectra, and the structure of 4a was confirmed using x-ray single-crystal structure analysis.
Synthesis, cyclooxygenase inhibition and anti-inflammatory evaluation of new 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives possessing methanesulphonyl pharmacophore
Abdellatif, Khaled R. A.,Elsaady, Mohammed T.,Abdel-Aziz, Salah A.,Abusabaa, Ahmed H. A.
, p. 1545 - 1555 (2016)
A new series of 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives 13a–p were synthesized via aldol condensation of 3/4-nitroacetophenones with appropriately substituted aldehydes followed by cyclization of the formed chalcones with 4-methanesulfonylphenylhydrazine hydrochloride. All the synthesized compounds were evaluated for their cyclooxygenase (COX) inhibition, anti-inflammatory activity and ulcerogenic liability. All compounds were more potent inhibitors for COX-2 than COX-1. While most compounds showed good anti-inflammatory activity, compounds 13d, 13f, 13k and 13o were the most potent derivatives (ED50 = 66.5, 73.4, 79.8 and 70.5 μmol/kg, respectively) in comparison with celecoxib (ED50 = 68.1 μmol/kg). Compounds 13d, 13f, 13k and 13o (ulcer index = 3.89, 4.86, 4.96 and 3.92, respectively) were 4–6 folds less ulcerogenic than aspirin (ulcer index = 22.75) and showed approximately ulceration effect similar to celecoxib (ulcer index = 3.35). In addition, molecular docking studies were performed for compounds 13d, 13f, 13k and 13o inside COX-2 active site which showed acceptable binding interactions (affinity in kcal/mol ?2.1774, ?6.9498) in comparison with celecoxib (affinity in kcal/mol ?6.5330).
Novel nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors: design, synthesis, in vitro and in silico studies
Sanad, Sherif M. H.,Mekky, Ahmed E. M.
, p. 213 - 224 (2020/08/05)
Abstract: Alzheimer’s disease is a degenerative brain condition that is the leading cause of dementia affecting millions of people around the world. Therapeutic development has focused on the problem of the loss of basal forebrain cholinergic function, as it is the only evidence responsible for brain neurodegeneration in patients with Alzheimer’s disease. Several attempts to improve cholinergic neurotransmission have been investigated by minimizing synaptic degradation of acetylcholine using acetylcholinesterase inhibitors. In the current study, we explore the designing of a new series of nicotinonitrile-coumarin hybrids as potential acetylcholinesterase inhibitors. The new hybrids were prepared utilizing pyridine-2(1H)-thiones as starting precursors. The in vitro acetylcholinesterase (AChE) inhibitory activities were examined for the new nicotinonitrile-coumarin hybrid molecules, when compared with donepezil as a standard drug with IC50 of 14?nM. Coumarin derivative, linked to 6-(4-nitrophenyl)-4-phenylnicotinonitrile, showed more effective inhibitory activity than the reference donepezil with IC50 of 13?nM. The free radical-scavenging capabilities against DPPH of the new hybrid derivatives were screened. Additionally, their in vitro cytotoxic activities have been tested against various eukaryotic cells. Furthermore, docking study showed excellent interaction between nicotinonitrile-coumarin hybrids and AChE. Graphic abstract: [Figure not available: see fulltext.]
