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Bauer, Christof ; Zareh, Fatemeh ; Nüßlein, Lisa ; Frank, Johanna ; Boniface, Maxime ; Lunkenbein, Thomas ; Kempe, Rhett:
The Synthesis of Hydroquinolines from Nitroaldehydes and Ketones by Hydrogenation Sequences and Condensations.
In: Chemistry : a European Journal.
Bd. 31
(2025)
Heft 28
.
- e202500462.
ISSN 1521-3765
DOI: https://doi.org/10.1002/chem.202500462
Abstract
Catalytic reaction discovery or methodology development is preferably performed with homogeneous catalysts, but heterogeneous catalysts allow the design of complex multistep syntheses based on their reusability. We introduce here the catalytic synthesis of hydroquinolines starting from nitroaldehydes, ketones and hydrogen. The reaction is complex and proceeds via multiple selective hydrogenation and condensation steps. The nitroaldehyde is selectively hydrogenated forming an aminoaldehyde, followed by a base-catalyzed Friedl & auml;nder synthesis and selective quinoline hydrogenation. The starting materials are inexpensive, simple regarding their structure and diversely available, and the hydroquinoline motif is part of numerous biologically active compounds. A nanostructured earth-abundant metal catalyst mediates our reaction most efficiently.
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| Publikationsform: | Artikel in einer Zeitschrift |
|---|---|
| Begutachteter Beitrag: | Ja |
| Zusätzliche Informationen: | WOS:001457452400001 |
| Institutionen der Universität: | Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie |
| Titel an der UBT entstanden: | Ja |
| Themengebiete aus DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Eingestellt am: | 12 Jun 2025 06:58 |
| Letzte Änderung: | 12 Jun 2025 06:58 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93647 |