Synthesis of New Fused Heterocyclic 2-Quinolones and 3-Alkanonyl-4-Hydroxy-2-Quinolones

Ashraf A Aly; Alaa A Hassan; Nasr K Mohamed; Lamiaa E Abd El-Haleem; Stefan Bräse; Mika Polamo; Martin Nieger; Alan B Brown

doi:10.3390/molecules24203782

Synthesis of New Fused Heterocyclic 2-Quinolones and 3-Alkanonyl-4-Hydroxy-2-Quinolones

Molecules. 2019 Oct 21;24(20):3782. doi: 10.3390/molecules24203782.

Authors

Ashraf A Aly¹, Alaa A Hassan², Nasr K Mohamed³, Lamiaa E Abd El-Haleem⁴, Stefan Bräse^{5

6}, Mika Polamo⁷, Martin Nieger⁸, Alan B Brown⁹

Affiliations

¹ Chemistry Department, Faculty of Science, Minia University, El-Minia 61519, Egypt. [email protected].
² Chemistry Department, Faculty of Science, Minia University, El-Minia 61519, Egypt. [email protected].
³ Chemistry Department, Faculty of Science, Minia University, El-Minia 61519, Egypt. [email protected].
⁴ Chemistry Department, Faculty of Science, Minia University, El-Minia 61519, Egypt. [email protected].
⁵ Institute of Organic Chemistry, Karlsruhe Institute of Technology, 76131 Karlsruhe, Germany. [email protected].
⁶ Institute of Toxicology and Genetics, Karlsruhe Institute of Technology, 76344 Eggenstein-Leopoldshafen, Germany. [email protected].
⁷ Department of Chemistry, University of Helsinki, P.O. Box 55 (A. I. Virtasen aukio I), 00014 Helsinki, Finland. [email protected].
⁸ Department of Chemistry, University of Helsinki, P.O. Box 55 (A. I. Virtasen aukio I), 00014 Helsinki, Finland. [email protected].
⁹ Chemistry Program, Florida Institute of Technology, Melbourne, FL 32901, USA. [email protected].

Abstract

Herein, we report the synthesis of 5,12-dihydropyrazino[2,3-c:5,6-c']difuro[2,3-c:4,5-c']-diquinoline-6,14(5H,12H)diones, 2-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)-1,4-diphenyl- butane-1,4-diones and 4-(benzo-[d]oxazol-2-yl)-3-hydroxy-1H-[4,5]oxazolo[3,2-a]pyridine-1-one. The new candidates were synthesized and identified by different spectroscopic techniques, and X-ray crystallography.

Keywords: 1,4-diphenylbutane-1,4-diones; 2,3-dichloropyrazine; 6,7-Disubstituted-4-hydroxy-quinoline-2-ones; ANRORC process bis-pyrazinofuro-quinoline; NMR; X-ray.

MeSH terms

Crystallography, X-Ray
Heterocyclic Compounds / chemical synthesis*
Heterocyclic Compounds / chemistry
Hydroxyquinolines / chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Quinolones / chemistry*

Substances

Heterocyclic Compounds
Hydroxyquinolines
Quinolones

Grants and funding

TRR 88/Deutsche Forschungsgemeinschaft