119948-33-3Relevant academic research and scientific papers
One-pot three-component Mannich reaction in water catalyzed by eco-friendly, hydrophobic and recyclable sulfonic acid based nanosilica (SBA-15-Ph-PrSO3H)
Zareyee, Daryoush,Alizadeh, Hamidreza
, p. 37941 - 37946 (2014)
A mild, effective and green method for the Mannich reaction of aromatic aldehydes, aromatic amines and ketones has been accomplished in good to excellent yields using hydrophobic SBA-15-Ph-PrSO3H in water at room temperature. This new method consistently has the advantages of excellent yields, short reaction times, and non-toxic nature and reusability of the catalyst. Additionally, utilization of water as a green solvent, simple reaction conditions, isolation, and purification make this manipulation interesting from an environmental perspective. the Partner Organisations 2014.
PEG-OSO3H as an efficient and recyclable catalyst for the synthesis of β-amino carbonyl compounds via the Mannich reaction in PEG-H2O
Wang, Xi Cun,Zhang, Li Jia,Zhang, Zhang,Quan, Zheng Jun
, p. 423 - 426 (2012)
Sulfuric acid-modified polyethylene glycol 6000 (PEG-OSO3H) was applied as an efficient and recyclable catalyst for the synthesis of β-amino carbonyl compounds via the Mannich reaction between aldehydes, aromatic ketones and aromatic amines at room temperature using PEG400-H 2O (1:1) as environment-friendly solvents. The reactions were completed in short times and mild reaction conditions with good to excellent yields.
Rice-husk-supported FeCl3 nano-particles: Introduction of a mild, efficient and reusable catalyst for some of the multi-component reactions
Shirini, Farhad,Akbari-Dadamahaleh, Somayeh,Mohammad-Khah, Ali
, p. 945 - 955 (2013)
Rice-husk-supported FeCl3 nano-particles (FeCl3-RiH) were prepared and used as an environmentally friendly catalyst in the synthesis of b-amino carbonyl compounds, 1,8- dioxo-octahydro xanthenes, and bis-indolyl methanes from simple and readily available precursor molecules.
Mesoporous silica polymer nanocomposites encapsulated with polyphosphoric acid for the synthesis of β-amino carbonyl compounds under environmental benign conditions
Sachdev, Divya,Dubey, Amit,Wilson, G. Robin,Sharma, Ankita
, p. 2633 - 2641 (2015)
Mesoporous silica-polymer nanocomposites (SBA/PS) synthesized via wet impregnation method were functionalized by mild polyphosphoric acid (PPA) for catalytic applications. The catalysts were characterized and analysed by powder X-ray diffraction (PXRD), solid state nuclear magnetic resonance (31P-SSNMR), N2-adsorption-desorption isotherm, Fourier transform-infrared (FT-IR), scanning electron microscopy (SEM), high resolution transmission electron microscopy (HR-TEM) and thermogravimetric analysis (TGA/DTA). The catalytic studies of a multicomponent Mannich reaction was conducted wherein the hydrophobic nature of these nanocomposites showed an enhancement in the product activity and selectivity of β-amino carbonyl (Mannich base) compounds. The probable reaction mechanism elucidates the role of well-distributed active sites on the hydrophobic surface and the stability of the catalyst for good catalytic activity.
HClO4-SiO2 catalyzed stereoselective synthesis of β-amino ketones via a direct Mannich-type reaction
Bigdeli, Mohammad A.,Nemati, Firouzeh,Mahdavinia, Gholam Hossien
, p. 6801 - 6804 (2007)
The HClO4-SiO2 catalyzed three-component, one-pot Mannich reaction of ketones, aromatic aldehydes and aromatic amines is carried out in ethanol to afford the corresponding β-amino ketones in good yields and high stereoselectivities in favor of the anti-isomer. Three new compounds are reported.
Aqueous formic acid: An efficient, inexpensive and environmentally friendly catalyst for diastereoselective synthesis of β-amino carbonyl derivatives
Ghafuri, Hossein,Khodashenas, Samaneh,Naimi-Jamal, Mohammad Reza
, p. 599 - 604 (2015)
In this article, we present a convenient and green method for synthesis of β-amino carbonyl compounds through ball-milling technique by using aqueous formic acid, which is an inexpensive and highly efficient catalyst. This multi-component reaction was don
Sulfonic acid supported on magnetic nanoparticle as an eco-friendly, durable and robust catalyst for the synthesis of β-amino carbonyl compounds through solvent free Mannich reaction
Kabiri Esfahani, Farhad,Zareyee, Daryoush,Shokuhi Rad, Ali,Taher-Bahrami, Sima
, (2017)
A simple, efficient and environmentally benign solid acid catalyst was prepared by anchoring a propyl sulfonic acid on the surface of silica-coated magnetic nanoparticles by low cost precursors. The catalyst has been then engaged in the efficient β-amino carbonyl compounds production via three component Mannich reaction under solvent free reaction condition at room temperature. After the completing the reaction, the catalyst was readily separated by external magnet and reused for 10 successive rounds of reaction, without any significant loss in catalytic efficiency. The solid acidic system presented reusable strategy for the efficient synthesis of β-amino carbonyl compounds, simplicity in operation, and green aspects by avoiding toxic conventional catalysts under solvent-free condition.
Guanidine hydrochloride: An active and simple catalyst for Mannich type reaction in solvent-free condition
Heravi, Majid M.,Zakeri, Masoumeh,Mohammadi, Narges
, p. 797 - 800 (2011)
Commercially available guanidine hydrochloride (GuHCl) has been found to be a highly efficient catalyst for the Mannich reaction. β-Amino carbonyl compounds were obtained in reasonable yields when the Mannich reaction was carried out at room temperature under solvent-free conditions.
Tartaric acid-zinc nitrate as an efficient brnsted acid-assisted lewis acid catalyst for the mannich reaction
Dong, Hao Donga,Liu, Qing,Tian, Yuanyu,Qiao, Yingyun
, p. 463 - 466 (2018)
Tartaric acid-zinc nitrate has been found to be an efficient Brnsted acid-assisted Lewis acid catalytic system for the facile synthesis of β-amino carbonyl compounds through the one-pot Mannich reaction of aldehydes, aromatic amines and ketones in ethanol at room temperature. Remarkable enhancement of reactivity by tartaric acid (Br?nsted acid) was observed in these reactions in the presence of anhydrous zinc nitrate (Lewis acid), due to coordination of the tartaric acid ligand to zinc ions increasing the acidity of the system. This procedure shows some advantages such as mild reaction conditions, short reaction times and high yields.
Highly efficient one-pot three-component Mannich reaction in water catalyzed by heteropoly acids
Azizi, Najmodin,Torkiyan, Lalleh,Saidi, Mohammad R.
, p. 2079 - 2082 (2006)
Heteropoly acids efficiently catalyzed the one-pot, three-component Mannich reaction of ketones with aromatic aldehydes and different amines in water at ambient temperature and afforded the corresponding β-amino carbonyl compounds in good to excellent yields and with moderate diastereoselectivity. This method provides a novel and improved modification of the three-component Mannich reaction in terms of mild reaction conditions and clean reaction profiles, using very a small quantity of catalyst and a simple workup procedure.
