An Efficient and Green Microwave-Assisted Synthesis of Quinoline DerivativesviaKnoevengal Condensation

2020 ◽  
Vol 17 (2) ◽  
pp. 157-163 ◽  
Author(s):  
Syed Tasqeeruddin ◽  
Yahya Asiri ◽  
Jaber Abdullah Alsherhri
Keyword(s):  
Green Synthesis ◽  
Knoevenagel Condensation ◽  
Microwave Assisted Synthesis ◽  
Quinoline Derivatives ◽  
Efficient Catalyst ◽  
Microwave Assisted ◽  
Active Methylene Compounds ◽  
Active Methylene ◽  
Quinolone Derivatives

:We have developed an efficient and green synthesis of quinoline derivatives using L-proline under Knoevenagel condensation. L-proline was found to be an efficient catalyst for the Knoevenagel condensation of substituted 2-aminoaryl ketones 1 with the active methylene compounds 2, affording quinolone derivatives 3. The reaction has been done under conventional as well as under microwave conditions. The latter procedure has been found to be much more efficient in terms of time and yield.

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

scholarly journals Microwave Assisted Synthesis of Indole Substituted Alkenes Using Knoevenagel Condensation Reaction and their Antibacterial Activity Study

2010 ◽  
Vol 7 (s1) ◽  
pp. S543-S551 ◽  
Author(s):  
Shubha Jain ◽  
B. Nagi Reddy ◽  
K. Sambasiva Rao ◽  
G. Neeliah
Keyword(s):  
Antibacterial Activity ◽  
Reaction Rate ◽  
Knoevenagel Condensation ◽  
Condensation Reaction ◽  
Microwave Oven ◽  
Microwave Assisted Synthesis ◽  
Microwave Assisted ◽  
Knoevenagel Condensation Reaction ◽  
New Compounds ◽  
Active Methylene

The reaction rate of Knoevenagel condensation can be dramatically enhanced by irradiating the reaction mixture containing an aldehyde, active methylene compound,L-proline and chlorobenzene with a commercial microwave oven. Twenty Knoevenagel condensation products were synthesized within 5-17 min in good yields. The new compounds were also screened for their antibacterial activity.

Urotropine: An Efficient Catalyst Precursor for the Microwave-Assisted Knoevenagel Reaction

2001 ◽  
Vol 2001 (5) ◽  
pp. 188-189 ◽  
Author(s):  
Yanqing Peng ◽  
Gonghua Song ◽  
Xuhong Qian
Keyword(s):  
Knoevenagel Reaction ◽  
Catalyst Precursor ◽  
Efficient Catalyst ◽  
Microwave Assisted ◽  
Active Methylene Compounds ◽  
Active Methylene

By using urotropine as a catalyst precursor, a rapid microwave-assisted Knoevenagel reaction of various active methylene compounds with aldehydes gave the corresponding olefinic products with satisfactory yields.

Polyguanidine as a Highly Efficient and Reusable Catalyst for Knoevenagel Condensation Reactions in Water

2013 ◽  
Vol 66 (4) ◽  
pp. 500 ◽  
Author(s):  
Xian-Liang Zhao ◽  
Ke-Fang Yang ◽  
Xuan-Gan Liu ◽  
Chun-Lin Ye ◽  
Li-Wen Xu ◽  
...  
Keyword(s):  
Knoevenagel Condensation ◽  
Knoevenagel Reaction ◽  
Reusable Catalyst ◽  
Efficient Catalyst ◽  
Condensation Reactions ◽  
Highly Efficient ◽  
Wide Range ◽  
Active Methylene Compounds ◽  
Simple Filtration ◽  
Active Methylene

Polyguanidine is used as a novel and highly efficient catalyst in the Knoevenagel reaction of aldehydes with active methylene compounds in water to afford substituted electrophilic alkenes. This method is applicable for a wide range of aldehydes including aromatic and heterocyclic substrates. The polyguanidine catalyst can be recovered by simple filtration and reused many times for the aqueous Knoevenagel reaction without loss of activity.

scholarly journals Zirconium(IV) Oxychloride: A Simple and Efficient Catalyst for the Synthesis of Chromen-2-one Derivatives

2020 ◽  
Vol 32 (10) ◽  
pp. 2611-2616
Author(s):  
S. Tasqeeruddin ◽  
Yahya I. Asiri ◽  
S. Shaheen
Keyword(s):  
Reaction Time ◽  
Spectral Data ◽  
Rapid Method ◽  
Knoevenagel Condensation ◽  
Efficient Catalyst ◽  
Operational Procedure ◽  
Green Protocol ◽  
Environmental Friendly ◽  
Active Methylene Compounds ◽  
Active Methylene

The present work explores a highly efficient, environmental friendly, green protocol for the synthesis of chromen-2-one derivatives (3a-m) by the condensation of salicylaldehydes with various active methylene compounds using zirconium (IV) oxychloride as catalyst. This is a convenient and rapid method for Knoevenagel condensation and this methodology offers several advantages including shorter reaction time, milder conditions, inexpensive catalyst, simple operational procedure and allowed to achieve the desired products in excellent yields. The structures of all the synthesized compounds were confirmed by spectral data.

scholarly journals Screening of Natural Deep Eutectic Solvents for Green Synthesis of 2-methyl-3-substituted Quinazolinones and Microwave-Assisted Synthesis of 3-aryl Quinazolinones in Ethanol

2020 ◽  
Vol 92 (4) ◽  
pp. 511-517
Author(s):  
Mario Komar ◽  
Maja Molnar ◽  
Anastazija Konjarević
Keyword(s):  
Green Synthesis ◽  
Anthranilic Acid ◽  
Deep Eutectic Solvents ◽  
13C Nmr Spectroscopy ◽  
Microwave Assisted Synthesis ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Microwave Assisted ◽  
Natural Deep Eutectic Solvents ◽  
Quinazolinone Derivatives

In this study, two fast and efficient protocols for green synthesis of 3-substituted quinazolinones were perfomed. A synthesis of 2-methyl-3-substituted quinazolinones was performed in natural deep eutectic solvents, while 3-aryl quinazolinones were obtained by using microwave assisted synthesis. Benzoxazinone, which was used as an intermediate in the synthesis of 2-methyl-3-substituted quinazolinones, was prepared conventionally from anthranilic acid and acetic anhydride. In order to find the most appropriate synthetic path, twenty natural deep eutectic solvents were applied as a solvent in these syntheses. Choline chloride:urea (1 : 2) was found to be the most efficient solvent and was further used in the synthesis of 2-methyl quinazolinone derivatives (2–12). 3-Aryl quinazolinones (13–17), on the other hand, were synthesized in one-pot microwave-assisted reaction of anthranilic acid, different amines and trimethyl orthoformate. All compounds were synthesized in good to excellent yields, characterized by LC-MS/MS spectrometry and 1H- and 13C-NMR spectroscopy.

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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