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Synlett 2024; 35(09): 1007-1010
DOI: 10.1055/s-0042-1751546
DOI: 10.1055/s-0042-1751546
cluster
Chemical Synthesis and Catalysis in Germany
Synthesis of New Highly Functionalized Quinolines via a Novel FeIII-Catalyzed Domino aza-Michael/Aldol/Aromatization Reaction
We gratefully acknowledge financial support from the Deutsche Forschungsgemeinschaft (DFG, grant no. TS 87/28-1 for S.B.T.).
Abstract
We report the development of a straightforward, waste-reducing, environmentally friendly, FeIII-catalyzed domino aza-Michael/aldol/aromatization reaction in the presence of water to access high-value functionalized quinolines by using 2-aminobenzophenones and ethyl buta-2,3-dienoate as starting compounds. The tangible advantages, that is, the utilization of commercially available and/or easily accessible substrates, simplicity, mild reaction conditions, and application of water as a solvent, make this three-step domino process green and highly appealing for the direct construction of a wide variety of highly functionalized quinolines in up to 78% yield.
Key words
domino reactions - Fe catalysis - Lewis acid catalysis - quinoline synthesis - sustainabilitySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751546.
- Supporting Information
Publikationsverlauf
Eingereicht: 10. Oktober 2023
Angenommen nach Revision: 11. Dezember 2023
Artikel online veröffentlicht:
24. Januar 2024
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