Environmentally benign asymmetric Michael addition to maleimides using mechanochemical activation

Kőszegi Kristóf András; Szőllősi György: Environmentally benign asymmetric Michael addition to maleimides using mechanochemical activation.

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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.

Mű típusa: Konferencia vagy workshop anyag
Befoglaló folyóirat/kiadvány címe: Proceedings of the International Symposium on Analytical and Environmental Problems
Dátum: 2023
Kötet: 29
ISBN: 978-963-306-963-9
Oldalak: pp. 182-186
Nyelv: angol
Kiadó: University of Szeged
Kiadás helye: Szeged
Konferencia neve: 29th International Symposium on Analytical and Environmental Problems
Konferencia típusa: Konferencia
Helyszin: Szeged
Dátum: 2023. november 13-14.
Befoglaló mű URL: https://acta.bibl.u-szeged.hu/82256/
Kulcsszavak: Analitikai kémia
Megjegyzések: Bibliogr.: 186. p. ; ill. ; összefoglalás angol nyelven
Szakterület: 01. Természettudományok
01. Természettudományok > 01.04. Kémiai tudományok
Feltöltés dátuma: 2023. nov. 23. 09:13
Utolsó módosítás: 2023. nov. 23. 09:13
URI: http://acta.bibl.u-szeged.hu/id/eprint/82415
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