Synthesis of New Highly Functionalized Quinolines via a Novel FeIII-Catalyzed Domino aza-Michael/Aldol/Aromatization Reaction

Author:

Tsogoeva Svetlana B.1ORCID,Heckmann Felix1,Ibrahim Mohammad M.12,Hampel Frank1

Affiliation:

1. Organic Chemistry Chair I and Interdisciplinary Center for Molecular Materials (ICMM), Friedrich-Alexander-Universität Erlangen-Nürnberg

2. Department of Chemistry, Faculty of Science, University of Al al-Bayt

Abstract

AbstractWe 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.

Funder

Deutsche Forschungsgemeinschaft

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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