One-pot three-component Mannich reaction in water catalyzed by eco-friendly, hydrophobic and recyclable sulfonic acid based nanosilica (SBA-15-Ph-PrSO3H)

RSC Advances ◽  
2014 ◽  
Vol 4 (71) ◽  
pp. 37941-37946 ◽  
Author(s):  
Daryoush Zareyee ◽  
Hamidreza Alizadeh

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.

1997 ◽  
Vol 52 (11) ◽  
pp. 1401-1412 ◽  
Author(s):  
Zeinab A. Hozien ◽  
Abd El-Wareth A. O. Sarhan ◽  
Hassan A. H. El-Sherief ◽  
Abdalla M. Mahmoud

Abstract The reaction of 5-amino-3-aryl-1-phenylpyrazoles (1a-d) with formaldehyde and secondary amines in boiling ethanol gave the corresponding 4-alkylaminomethyl derivatives (2a-f) and bis-(4-pyrazolyl)methane (4a,b) as byproduct. Such reaction with primary aliphatic and aro­ matic amines at room temperature afforded 1,3,5-trisubstituted (5a-h) and 1,3.5,7-tetrasubstituted tetrahydropyrazolo[3,4-d]pyrimidines (8a-k) respectively in good yield. Similarily, the Mannich reaction of 5-mercapto-3-phenyl-1,2,4-triazole (9) with secondary amines, in boiling ethanol, and primary aromatic amines, at room temperature, gave 2 -substituted aminomethyl derivatives (10a-c) and (14a-g) respectively,while with primary aliphatic amines, p-toluidine and p-anisidine,at room temperature,and with other primary aromatic amines, in boiling ethanol, afforded the cyclized products 12,4-triazolo[3,4-b]thiadiazines (13a-e); (15f,g) and (15a-e), respectively.


Synthesis ◽  
1991 ◽  
Vol 1991 (09) ◽  
pp. 717-718 ◽  
Author(s):  
Yi Lin ◽  
Lei Huangshu ◽  
Zou Junhua ◽  
Xu Xiujuan

2012 ◽  
Vol 66 (1) ◽  
Author(s):  
S. Ozturkcan ◽  
Kadir Turhan ◽  
Zuhal Turgut

AbstractAn innovative, powerful, efficient and relatively rapid method was developed to synthesise various β-aminoketone derivatives from cyclohexanone, substituted aromatic amines and aromatic or hetero-aromatic aldehydes via ultrasound-assisted direct-type catalytic Mannich reaction using bismuth(III) triflate in water. Good yields of the desired β-aminoketones were obtained at room temperature by ultrasound-assisted reaction within 1–2 h. The major advantages of the proposed method are undemanding conditions, easy operation, low toxicity, shorter reaction time, anti selectivity and higher yields in comparison with conventional methods.


1991 ◽  
Vol 23 (5) ◽  
pp. 673-676 ◽  
Author(s):  
Yi Lin ◽  
Zou Junhua ◽  
Lei Huangshu ◽  
Lin Xiaomei ◽  
Zhang Mingxiao

2011 ◽  
Vol 7 (1) ◽  
pp. 1160-1168
Author(s):  
Soniya D. Moirangthem ◽  
Bhavna Thingom ◽  
Warjeet S Laitonjam

Metal-proline complexes of various metals like Zn, Cd, Hg, and Pb were found to be good catalysts for direct Mannich reaction in water medium at room temperature, smoothly affording the β-amino carbonyl compounds in excellent yields. Among the catalyst cadmium-proline complex gave high yield in lesser time. All the catalysts were easily separated from the reaction mixture by water extraction and among this cadmium -proline complex was found to be most stable and can be recycled five times without losing its catalytic activity.


1991 ◽  
Vol 21 (20) ◽  
pp. 2109-2117 ◽  
Author(s):  
Yi Lin ◽  
Zou Junhua ◽  
Lei Huangshu ◽  
He Qilin

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