Novel Pyrazole Derivatives Having Mono/Di Chiral Centered Group as Organocatalyst for Henry Reaction
| Autor: | İshak Bildirici, Adnan Cetin, Selçuk Gümüş |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Nitroaldol reaction
Nitromethane Chemistry General Chemical Engineering lcsh:TP155-156 General Chemistry Pyrazole Medicinal chemistry Asymmetric catalyst Chiral amino alcohol Chirality Lewis acid lcsh:Biochemistry chemistry.chemical_compound Aldol reaction Group (periodic table) asymmetric catalyst chirality chiral amino alcohol lewis acid pyrazole lcsh:QD415-436 Lewis acids and bases Enantiomer lcsh:Chemical engineering Chirality (chemistry) |
| Zdroj: | Macedonian Journal of Chemistry and Chemical Engineering, Vol 39, Iss 1, Pp 17-30 (2020) |
| ISSN: | 1857-5625 1857-5552 |
| Popis: | 2-s2.0-85086514292 The chiral substituted pyrazole-3-carboxamides (4a-c), pyrazole-3-carboxylates (5a-c), pyrazole-3-thioureides (7a-c) and pyrazole-3,4-dicarboxamides (10a-c) were prepared via the pyrazolo-3-chlorocarbonyl 2, pyrazolo-3,4-dicarboxy methyl ester 3 with pyrazole-3-isothiocyanate 6 with different (R)-chiral amino al-cohols. All of the synthesized chiral compounds binding a pyrazole skeleton were investigated as organocata-lysts for asymmetric aldol reactions between nitromethane and p-nitrobenzaldehyde in the presence of CuCl. Enantiomeric excesses and the reaction yields were found to be appropriate values. Furthermore, the best or-ganocatalyst applied in this study was identified after careful optimization of conditions. Lastly, all of the novel compounds were subjected to computational analysis at the B3LYP/6-31++G(d, p) level of theory to obtain in-formation about their structural and electronic properties. © 2020, Macedonian Journal of Chemistry and Chemical Engineering. MSÜ14-EMF-G05 Acknowledgements. The authors thank to the Management Unit of Scientific Research Projects of Mus Al-parslan University for financial support under Project MSÜ14-EMF-G05. |
| Databáze: | OpenAIRE |
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