A Green and Highly Efficient Protocol for Catalyst-free Knoevenagel Condensation and Michael Addition of Aromatic Aldehydes with 1,3-Cyclic Diketones in PEG-400

2011 ◽  
Vol 29 (11) ◽  
pp. 2407-2410 ◽  
Author(s):  
Nemati Firouzeh ◽  
Kiani Hossein
SynOpen ◽  
2022 ◽  
Vol 06 (01) ◽  
pp. 1-6
Author(s):  
Sivan Velmathi ◽  
Srinivasan Prabhakaran

AbstractThe synthesis of N,N-dimethyl arylpyranopyrimidinedione derivatives from aromatic aldehydes, N-methyl-1-(methylthio)-2-nitroethamine (NMSM) and 1,3-dimethyl barbituric acid, in the presence of piperidine as a catalyst, is reported. The reaction mechanism involves a Knoevenagel condensation, followed by Michael addition and intramolecular O-cyclization reaction sequence. The synthesized compounds were docked with human kinesin Eg5 protein to calculate binding energy, inhibition constant and H-bond interaction. All the compounds show good binding affinity towards the protein, with significant docking score.


1986 ◽  
Vol 41 (11) ◽  
pp. 1471-1478 ◽  
Author(s):  
Julian Mirek ◽  
Piotr Milart

Abstract It was found that instead of the Knoevenagel condensation of cyclopentylidenemalononitrile with aromatic aldehydes, a complex reaction takes place leading to 5,7-dicyano-1-arylidene-4-arylindanes. The same compounds were formed in the reaction of the cyclopentylidenemalono­nitrile dimer with aldehydes. It is suggested that the cyclopentylidenem alononitrile dimers un­dergo an electrocyclic ring opening leading to conjugated triene systems. These species are very reactive intermediates and may react with aldehydes in the next step. Bulky substituents in 2,5-dibenzylidenecyclopentanone hindered its Knoevenagel condensation with malononitrile but did not hinder its Michael addition leading to a 4H -pyrane derivative. Solutions of the obtained o-aminonitriles exhibit strong fluorescence in a variety of solvents.


RSC Advances ◽  
2016 ◽  
Vol 6 (101) ◽  
pp. 99414-99421 ◽  
Author(s):  
Shusheng Li ◽  
Shengyu Feng

High-sensitive stimuli-responsive polysiloxanes with high sensitive respond to three changes of thermo-, pH-, and salinity were synthesized via a facile, highly efficient, catalyst-free aza-Michael addition of poly(aminopropylmethylsiloxane) with N-isopropylacrylamide.


2017 ◽  
Vol 41 (5) ◽  
pp. 1997-2003 ◽  
Author(s):  
Shusheng Li ◽  
Linglong Feng ◽  
Hang Lu ◽  
Shengyu Feng

Thermo-responsive polysiloxanes with tunable LCST- and UCST-type phase separation in mixed solvents were synthesised via a facile, highly efficient, catalyst-free aza-Michael addition of poly(aminopropylmethylsiloxane) to N-isopropylacrylamide.


Author(s):  
Veerappan Jeyachandranan

A library of novel benzo[b] thiophenehave been synthesized regioselectively in good yields through the one-pot domino reactions of thiophenone, malononitrile and aromatic aldehydes in the presence of NaOEt. This transformation presumably involves Knoevenagel condensation–Michael addition–intramolecular Thorpe-Ziegler cyclization-Tautomerization-Elimination sequence of reactions.


2018 ◽  
Vol 14 ◽  
pp. 2907-2915 ◽  
Author(s):  
Muthumani Muthu ◽  
Rakkappan Vishnu Priya ◽  
Abdulrahman I Almansour ◽  
Raju Suresh Kumar ◽  
Raju Ranjith Kumar

The one-pot four-component reaction of 3-(1H-indol-3-yl)-3-oxopropanenitriles, aromatic aldehydes, cycloalkanones and ammonium acetate occurred via a six-step tandem Knoevenagel condensation–nucleophilic addition to carbonyl–Michael addition–N-cyclization–elimination–air oxidation sequence to afford structurally intriguing indole–cycloalkyl[b]pyridine-3-carbonitrile hybrid heterocycles in excellent yields.


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