Synthesis and ethylene-promoted metathesis of adducts of tandem [4+2]/[4+2] cycloaddition between bis-furyl dienes and maleic acid derivatives

2021 ◽  
Vol 45 (7) ◽  
pp. 3400-3407
Author(s):  
Elizaveta A. Kvyatkovskaya ◽  
Polina P. Epifanova ◽  
Eugeniya V. Nikitina ◽  
Aleksey A. Senin ◽  
Victor N. Khrustalev ◽  
...  
Keyword(s):  

A series of 1,4:5,8-diepoxynaphthalenes, annellated with carbo- and heterocycles, was synthesized based on the tandem intermolecular/intramolecular [4+2] cycloaddition of bis-furyl dienes with moderately to highly reactive cyclic dienophiles (maleic anhydride and maleinimides).

Author(s):  
Joseph C. Burnett ◽  
Scott F. Mitchell ◽  
Michael J. Mummey

2021 ◽  
pp. 30-38

The development of new methods of synthesis using cheaper reagents for the preparation of maleic acid derivatives, the study of chemical properties and the determination of new directions for the practical application of maleic acid derivatives are still relevant. Therefore, the development of this work is an urgent task. The aim of this study was to obtain the synthesis of monomaleinamide compounds under various conditions to obtain arylmaleimide derivatives of maleic acid and to transfer them in a pure state for further reactions. In this study, scientific studies were carried out to find convenient methods for the preparation of monoamide compounds of maleic acid based on equimolar reactions of aromatic monoamines with functional groups -OH, -COOH, -NO2 with maleic anhydride and maleic acid in the meta-state, and the reaction conditions were analyzed. The relative activity of amines in nucleophilic binding reactions is following an order: (-OH <-COOH <-NO2). According this order, the m-nitroaniline was found to be more active in reaction. The proposed methods were used to study the effect of solvents (dioxane, acetone, DMF, ethanol) on the reaction of monoarylamines with maleic anhydride, as well as on the reaction with maleic acid (acetone, glacial acetic acid) and the effect of different temperatures on the reaction yield. discovered. Aproton showed high yields in the reaction of the solvent with acetone. As a result of the reactions of esterification of arylmaleinamides with methanol and ethanol, the corresponding esters were synthesized. The structure of the obtained compounds was confirmed by IR-, 1H NMR-spectroscopy, gas chromatography-mass spectrometry (GC-MS) and other methods. The level of activity of N-(3-hydroxyphenyl)maleinamide against some microorganisms was studied


Langmuir ◽  
1998 ◽  
Vol 14 (22) ◽  
pp. 6448-6456 ◽  
Author(s):  
Armanda C. Nieuwkerk ◽  
Ellen J. M. van Kan ◽  
Peter Kimkes ◽  
Antonius T. M. Marcelis ◽  
Ernst J. R. Sudhölter

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