Mechanochemically assisted, environmentally benign heterogeneous Asymmetric Michael addition to maleimides

Chiral N-substituted succinimides are widely used intermediates in the pharmaceutical industry. The Michael additions of various nucleophiles to maleimides results in such compounds. In the industry, since the upraise of environmental awareness, there is a huge demand of sustainable synthetic method...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Kőszegi Kristóf András
Szabados Márton
Szőllősi György
Testületi szerző: 30th International Symposium on Analytical and Environmental Problems
Dokumentumtípus: Könyv része
Megjelent: University of Szeged Szeged 2024
Sorozat:Proceedings of the International Symposium on Analytical and Environmental Problems 30
Kulcsszavak:Környezetkémia, Katalízis
Tárgyszavak:
Online Access:http://acta.bibl.u-szeged.hu/85747
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245 1 0 |a Mechanochemically assisted, environmentally benign heterogeneous Asymmetric Michael addition to maleimides  |h [elektronikus dokumentum] /  |c  Kőszegi Kristóf András 
260 |a University of Szeged  |b Szeged  |c 2024 
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490 0 |a Proceedings of the International Symposium on Analytical and Environmental Problems  |v 30 
520 3 |a Chiral N-substituted succinimides are widely used intermediates in the pharmaceutical industry. The Michael additions of various nucleophiles to maleimides results in such compounds. In the industry, since the upraise of environmental awareness, there is a huge demand of sustainable synthetic methods. Therefore, efficient alternative reaction activations are highly examined. Asymmetric catalytic processes have been developed for Michael additions to maleimides under batch conditions using organocatalysts. Our aim was to implement mechanochemical activation in these reactions because of its huge benefits over the conventional methods, i.e. the possibility of applying solvent-free conditions and the significantly reduced reaction times. We set the goal to prepare N-substituted succinimides with high yields and enantioselectivity using isobutyraldehyde as nucleophile and L-phenylalanine adsorbed on the surface of inorganic oxides (Bentolite H and Laponite RD) as heterogeneous organocatalyst. N-methylmaleimide as reactant was used to optimise the reaction and milling parameters. We also studied the structure of the catalyst using different methods to examine the deposition of L-Phe on the inorganic oxide. As a result of our studies, optimal conditions were determined to carry out the preparation of various N-substituted succinimides, which may be a significant step in the development of sustainable industrial synthetic methods. 
650 4 |a Természettudományok 
650 4 |a Kémiai tudományok 
695 |a Környezetkémia, Katalízis 
700 0 1 |a Szabados Márton  |e aut 
700 0 1 |a Szőllősi György  |e aut 
711 |a 30th International Symposium on Analytical and Environmental Problems  |c Szeged  |d 2024. október 7-8. 
856 4 0 |u http://acta.bibl.u-szeged.hu/85747/1/proceedings_of_isaep_2024_313-317.pdf  |z Dokumentum-elérés