Environmentally benign asymmetric Michael addition to maleimides using mechanochemical activation

The preparation of chiral N-substituted succinimides is highly important since they are widely used intermediates in the pharmaceutical industry. Such compounds can be obtained by the Michael addition of nucleofiles to different maleimides. Since the environmental awareness is rising nowadays, there...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Kőszegi Kristóf András
Szőllősi György
Testületi szerző: 29th International Symposium on Analytical and Environmental Problems
Dokumentumtípus: Könyv része
Megjelent: University of Szeged Szeged 2023
Sorozat:Proceedings of the International Symposium on Analytical and Environmental Problems 29
Kulcsszavak:Analitikai kémia
Tárgyszavak:
Online Access:http://acta.bibl.u-szeged.hu/82415
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020 |a 978-963-306-963-9 
040 |a SZTE Egyetemi Kiadványok Repozitórium  |b hun 
041 |a eng 
100 1 |a Kőszegi Kristóf András 
245 1 0 |a Environmentally benign asymmetric Michael addition to maleimides using mechanochemical activation  |h [elektronikus dokumentum] /  |c  Kőszegi Kristóf András 
260 |a University of Szeged  |b Szeged  |c 2023 
300 |a 182-186 
490 0 |a Proceedings of the International Symposium on Analytical and Environmental Problems  |v 29 
520 3 |a The preparation of chiral N-substituted succinimides is highly important since they are widely used intermediates in the pharmaceutical industry. Such compounds can be obtained by the Michael addition of nucleofiles to different maleimides. Since the environmental awareness is rising nowadays, there is a huge demand for sustainable synthetic methods that can be applied industrially. Carrying out reactions using efficient alternative activation is key to achieve environmentally friendly procedures. Asymmetric catalytic processes have been developed for Michael additions on maleimides using organocatalysts under batch conditions. Our aim was to carry out the implementation of mechanochemical activation in these reactions because of its huge benefits over the conventional methods, i.e. solvent-free conditions and significantly reduced reaction times. In the present study, we examined the impact of milling parameters through the test reaction of isobutyraldehyde and N-methylmaleimide. We set the goal to achieve similar conversion and enantioselectivity values as were obtained using thermal activation but without the addition of a solvent and under much less time. As a result of our studies, optimal conditions were determined to carry out the preparation of an N-substituted succinimide, which may be a significant step in the development of sustainable industrial synthetic methods of important pharmaceutical fine chemicals. 
650 4 |a Természettudományok 
650 4 |a Kémiai tudományok 
695 |a Analitikai kémia 
700 0 1 |a Szőllősi György  |e aut 
711 |a 29th International Symposium on Analytical and Environmental Problems  |c Szeged  |d 2023. november 13-14. 
856 4 0 |u http://acta.bibl.u-szeged.hu/82415/1/proceedings_of_isaep_2023_182-186.pdf  |z Dokumentum-elérés