96171-57-2Relevant academic research and scientific papers
Titanium tetrachloride incorporated crosslinked polystyrene copolymer as an efficient and recyclable polymeric Lewis acid catalyst for the synthesis of Β-amino carbonyl compounds at room temperature
Rahmatpour, Ali,Eeimen, Reza,Goodarzi, Niloofar
, p. 2915 - 2930 (2019/08/30)
An efficient and eco-friendly procedure for one-pot synthesis of β-amino carbonyl compounds by three-component reaction of aromatic aldehydes, acetophenone, and aromatic amines via a Mannich type reaction using a stable tightly bound complex, titanium tetrachloride incorporated crosslinked polystyrene copolymer (PS/TiCl4), as a water tolerant, recoverable, and reusable polymeric Lewis acid catalyst in ethanol at room temperature is reported. The complex of the polystyrene and TiCl4 provides a shelf-stable acidic, water tolerant material, and it is not easily hydrolyzed by water. Our findings thus show a novel and improved modification of the Mannich type reaction in terms of mild reaction conditions, clean reaction profiles, applicability to various substrates using a simple workup procedure which makes this reaction an interesting alternative to previously applied procedures. The recyclability of the catalyst makes this protocol environmentally benign.
Solvent-free synthesis of β-amino ketones using carboxyl-functionalized poly(ionic liquid) at room temperature
Khiratkar, Avinash Ganesh,Balinge, Kamlesh Rudreshwar,Bhansali, Karan Jivanlal,Bhagat, Pundlik Rambhau
, p. 787 - 798 (2017/09/12)
Abstract: Carboxyl-functionalized poly(ionic liquid) (CFPIL) was easily synthesized from its starting material and characterized by Fourier transform infrared spectroscopy, thermal gravimetric analysis and elemental analysis. The synthesized CFPIL was use
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
, (2017/09/30)
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.
Mesoporous silica nanoparticles (MSNs) as an efficient and reusable nanocatalyst for synthesis of β-amino ketones through one-pot three-component Mannich reactions
Nasresfahani, Zahra,Kassaee, Mohammad Zaman,Nejati-Shendi, Mohammad,Eidi, Esmaiel,Taheri, Qazale
, p. 32183 - 32188 (2016/04/26)
Mesoporous silica nanoparticles (MSNs) proved efficient and reusable in the catalytic synthesis of β-amino ketones, through three-component Mannich reaction of ketones, aromatic aldehydes and aromatic amines under solvent-free conditions. Simple reaction conditions coupled with simple work-ups, makes this methodology a superior option for the synthesis of such β-amino ketones.
A magnetic solid sulfonic acid modified with hydrophobic regulators: An efficient recyclable heterogeneous catalyst for one-pot aza-Michael-type and Mannich-type reactions of aldehydes, ketones, and amines
Movassagh, Barahman,Tahershamsi, Leili,Mobaraki, Akbar
, p. 1851 - 1854 (2015/03/30)
Two convenient green protocols for the synthesis of β-amino ketones have been developed which involve one-pot aza-Michael-type and Mannich-type reactions of a series of aldehydes, ketones, and amines in the presence of a catalytic amount of the magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H, at room temperature. The catalyst can be reused four times without loss of activity.
H5CoW12O40@nanosilica: A green, bifunctional, heterogeneous nanocatalyst for one-pot three-component Mannich reaction in water
Rafiee, Ezzat,Kahrizi, Masoud
, p. 2833 - 2839 (2015/04/27)
Abstract 12-Tungestocobaltic acid, H5CoW12O40, was immobilized on nanosilica from rice husk ash to produce H5CoW12O40@nanosilica as a bifunctional nanocatalyst. The TEM result showed that the particles are mostly spherical in shape, and that they have an average size of approximately 10 nm. The catalytic activity of this catalyst was investigated in Mannich reaction of various aldehydes, ketones, and amines in water. This rapid procedure afforded structurally diverse β-amino ketones in high to excellent yields. Short reaction time, simple work-up procedure, elimination of toxic solvents, and low catalyst loading are the advantages of this procedure.
Ethane-1,2-diaminium hydrogen sulfate: Recyclable organocatalyst for onepot synthesis of β-amino ketones by a three-component Mannich reaction
Bahrami, Kiumars,Khodaei, Mohammad Mehdi,Mohammadi, Masoumeh,Babajani, Nasrin
, p. 223 - 225 (2014/05/06)
Ethane-1,2-diaminium hydrogen sulfate was synthesised and characterised by NMR and elemental analysis techniques, and found to exhibit high catalytic efficiency towards one-pot Mannich-type reactions of ketones with aromatic aldehydes and aromatic amines in ethanol. This method has the advantages of mild conditions, availability of starting materials, compatibility with a variety of functionalities, and simple work-up procedures. This catalyst also shows good recyclability and reusability.
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 (2014/11/07)
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.
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 (2015/02/19)
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. This journal is
Bronsted acidic ionic liquids of aza-crown ether complex cations: Preparation and applications in organic reactions
Cheng, Chen,Jing, Huanwang
, p. 34325 - 34331 (2014/11/07)
A series of novel Bronsted acidic ionic liquids composed of an aza-crown ether chelated potassium cation and various anions, were designed, synthesized and characterised by FTIR, NMR and mass spectrometry, thermogravimetric differential thermal analysis (TG-DTA) and elemental analysis. These new Bronsted acidic ionic liquids of aza-crown ether complex cations (aCBAILs) were applied as catalysts to the Biginelli reaction, Mannich reaction and synthesis of bis-(4-hydroxycoumarin-3-yl)methanes. These organic reactions were achieved in good yields under mild reaction conditions. Moreover, these new IL catalysts can be recycled several times. This journal is the Partner Organisations 2014.
