Reductive Knoevenagel Condensation with the Zn–AcOH System

Synthesis ◽  
2020 ◽  
Author(s):  
Ekaterina M. Budynina ◽  
Konstantin L. Ivanov ◽  
Mikhail Ya. Melnikov
Keyword(s):  
Knoevenagel Condensation ◽  
One Pot ◽  
Relative Ease ◽  
Active Methylene Compounds ◽  
Active Methylene

AbstractAn efficient gram-scale one-pot approach to 2-substituted malonates and related structures is developed, starting from commercially available aldehydes and active methylene compounds. The technique combines Knoevenagel condensation with the reduction of the C=C bond in the resulting activated alkenes with the Zn–AcOH system. The relative ease with which the C=C bond reduction occurs can be traced to the accepting abilities of the substituents in the intermediate arylidene malonates.

Bi-functional NH2-MIL-101(Fe) for one-pot tandem photo-oxidation/Knoevenagel condensation between aromatic alcohols and active methylene compounds

2015 ◽  
Vol 5 (3) ◽  
pp. 1623-1628 ◽  
Author(s):  
Dengke Wang ◽  
Zhaohui Li
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Knoevenagel Condensation ◽  
One Pot ◽  
Photo Oxidation ◽  
Aromatic Alcohols ◽  
Active Methylene Compounds ◽  
The One ◽  
Active Methylene

Bi-functional NH2-MIL-101(Fe) can efficiently catalyze the one-pot reaction between aromatic alcohols and active methylene compounds via a tandem photo-oxidation/Knoevenagel condensation under visible light and at room temperature.

Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst

2015 ◽  
Vol 13 (25) ◽  
pp. 7067-7075 ◽  
Author(s):  
Carole Guyon ◽  
Marie-Christine Duclos ◽  
Marc Sutter ◽  
Estelle Métay ◽  
Marc Lemaire
Keyword(s):  
Double Bond ◽  
Heterogeneous Catalyst ◽  
Knoevenagel Condensation ◽  
Metal Catalyst ◽  
Calcium Hydride ◽  
Noble Metal Catalyst ◽  
One Pot ◽  
Carbonyl Derivatives ◽  
Active Methylene Compounds ◽  
Active Methylene

A one-pot two-step reaction (Knoevenagel condensation – reduction of the double bond) has been developed using calcium hydride as a reductant in the presence of a supported noble metal catalyst.

scholarly journals Microwave-assisted urea catalyzed Knoevenagel condensation of aldehydes with active methylene compounds

2020 ◽  
Vol 55 (2) ◽  
pp. 159-164
Author(s):  
WT Purba ◽  
PS Roy ◽  
S Jannat ◽  
SA Begum ◽  
MM Rahman
Keyword(s):  
Microwave Irradiation ◽  
Efficient Method ◽  
Knoevenagel Condensation ◽  
Efficient Catalyst ◽  
Microwave Assisted ◽  
Solvent Free Conditions ◽  
Wide Range ◽  
Active Methylene Compounds ◽  
Reaction Proceeds ◽  
Active Methylene

Rapid and efficient method for the synthesis of substituted olefins such as 2-(4-chlorophenylmethylene) malononitrile, 2-(4-hydroxyphenylmethylene) malononitrile and 2-cyano-3-(4-hydroxyphenyl) acrylamide etc under the influence of microwave irradiation are described. Urea has been utilized as an efficient catalyst for the Knoevenagel condensation of aldehydes with acidic active methylene compounds such as malononitrile, ethylcyanoacetate and cyanoacetamide to afford substituted olefins under the influence of microwave irradiation. The reaction proceeds smoothly under mild and solvent free conditions and the products are obtained in good yield. The method is applicable for a wide range of aldehydes including aromatic and heterocyclic substrates. Bangladesh J. Sci. Ind. Res.55(2), 159-164, 2020

Cellulose Supported Tetraethylenepentamine as a Catalyst for the Knoevenagel Condensation

2003 ◽  
Vol 2003 (3) ◽  
pp. 134-135 ◽  
Author(s):  
Yi-Qun Li ◽  
Mei-Yun Zhou ◽  
Xin-Ming Xu
Keyword(s):  
Knoevenagel Condensation ◽  
Active Methylene Compounds ◽  
Active Methylene

The Knoevenagel condensation of carbonyl substrates with active methylene compounds proceeds smoothly in commercial 95% ethanol and catalysed by cellulose supported tetraethylenepentamine to afford the desired products of good purity in moderate to excellent yields.

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