scholarly journals One-pot Three-component Synthesis of β-amino Carbonyl Compounds Using Nanocrystalline Solid Acid Catalyst

2013 ◽  
Vol 1 ◽  
pp. 194308921350716 ◽  
Author(s):  
Abbas Teimouri ◽  
Leila Ghorbanian

This study presents a simple highly versatile and efficient synthesis of various β-amino carbonyl compounds in the Mannich reaction of acetophenone with aromatic aldehydes and aromatic amines in the presence of nanosulfated zirconia, nanostructured ZnO, nano-γ-alumina, and nano-ZSM-5 zeolites as the catalyst in ethanol at moderate temperature. The optical properties of the nanostructured organic molecules were studied. The advantages of methods are short reaction times, milder conditions, easy workup, and purification of products by nonchromatographic methods. The catalysts can be recovered for the subsequent reactions and reused without any appreciable loss of efficiency.

2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Pullar Vadivel ◽  
Rathinam Ramesh ◽  
Appaswami Lalitha

An effective one-pot three-component reaction of aromatic aldehydes with 1,3-diketone and urea or thiourea under solvent-free condition leads to the formation of mono- and bis-dihydropyrimidin-2-(1H)-ones using Ce-MCM-41 as a recyclable solid acid catalyst. This method has several advantages like simple and easy work-up with shorter reaction time, reusability of catalyst, and high yields of Biginelli products.


2017 ◽  
Vol 95 (5) ◽  
pp. 560-570 ◽  
Author(s):  
Mohammad Ali Zolfigol ◽  
Ardeshir Khazaei ◽  
Saied Alaie ◽  
Saeed Baghery

A novel and unique nanostructured solid acid, namely tricyanomethanesulfonic acid (TCMS), was designed, synthesized, and attained as an ecofriendly, reusable catalyst for the one-pot three-component synthesis of 2-amino-3-cyano-4-aryl-5,10-dioxo-5,10-dihydro-4H-benzo[g]chromene derivatives from the reaction between aromatic aldehydes, 2-hydroxynaphthalene-1,4-dione (henna), and malononitrile under solvent-free conditions at room temperature with good to excellent yields and a short reaction time. The TCMS catalyst was prepared and fully characterized by FTIR, 1H NMR, 13C NMR, mass, X-ray diffraction patterns (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermal gravimetric (TG), and derivative thermal gravimetric (DTG) analyses. The nanostructured solid acid catalyst was simply recycled at least eight times without any loss of catalytic activity. This process is improved as a safe and appropriate procedure for the synthesis of 2-amino-3-cyano-4-aryl-5,10-dioxo-5,10-dihydro-4H-benzo[g]chromenes using an environmentally friendly and green recyclable catalyst. Thus, TCMS is a good candidate for the synthesis of new molecular organic frameworks and gelators.


2011 ◽  
Vol 8 (1) ◽  
pp. 293-299 ◽  
Author(s):  
Ghodsi Mohammadi Ziarani ◽  
Alireza Abbasi ◽  
Alireza Badiei ◽  
Zeinab Aslani

Tetrahydrobenzo[b]pyran derivatives were efficiently synthesized by the reaction of appropriated aromatic aldehydes, malononitrile and dimedone in the presence of SiO2-Pr-SO3H as a nanoporous and recoverable solid acid catalyst, in good to excellent yields. Single crystal x-ray analysis conclusively confirmed the structure of the 2-amino-3-cyano-7,7-dimethyl-4-(4-methylphenyl)-5-oxo-4H-5,6,7,8-tetrahydro-benzopyran.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Manouchehr Mamaghani ◽  
Khalil Tabatabaeian ◽  
Mohaddesseh Mohammadi ◽  
Alireza Khorshidi

An efficient method for the synthesis of new heteroaryl substituted dihydropyridine derivatives via a one-pot four-component coupling reaction of heteroaldehyde, 1,3-diketone, ethylacetoacetate, and amonium acetate in the presence of cellulose-sulfuric acid as a biosupported solid acid catalyst was developed. The reaction gave the new derivatives of fused 1,4-dihydropyridines in lower reaction times and excellent yields (85–95%).


2013 ◽  
Vol 68 (2) ◽  
pp. 195-200 ◽  
Author(s):  
Shahrzad Abdolmohammadi

2-Amino-7,7-dimethyl-5-oxo-1,4-diaryl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile derivatives were synthesized by the one-pot four-component reaction of aromatic aldehydes, malononitrile, dimedone and arylamines in the presence of Zr(HPO4)2·H2O (α-ZrP) as an effective and recyclable solid acid catalyst, in high yields.


2017 ◽  
Vol 95 (12) ◽  
pp. 1248-1252 ◽  
Author(s):  
Mohammad Ali Zolfigol ◽  
Mahdiyeh Navazeni ◽  
Meysam Yarie ◽  
Roya Ayazi-Nasrabadi

In this study, Fe3O4@SiO2/(CH2)3-[imidazolium-SO3H]Cl shows robust promoting capability in the synthesis of arylbispyranylmethane derivatives under mild and green conditions. Arylbispyranylmethanes were synthesized via efficient three-component reaction of various aromatic aldehydes with 4-hydroxy-6-methyl-2H-pyran-2-one. The nanomagnetic core-shell catalyst presented effective potential of at least eight times recycling applicability in the described synthetic procedure.


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