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Synthesis of ferrocenyl quinolines
Date
2008-06-01
Author
Zora, Metin
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A convenient one-pot synthesis of ferrocenyl-substituted quinolines via a molecular iodine-catalyzed reaction of ferrocenylimines with enolizable aldehydes is reported. First, nucleophilic addition of the in situ generated enol to ferrocenylimine produces beta-anilinopropionaldehyde, which then undergoes intramolecular Friedel-Crafts reaction to give dihydroquinoline derivative. Finally, subsequent dehydration and aerobic oxidation affords ferrocenyl quinolines.
Subject Keywords
Physical and Theoretical Chemistry
,
Inorganic Chemistry
,
Organic Chemistry
,
Materials Chemistry
,
Biochemistry
URI
https://hdl.handle.net/11511/35243
Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
DOI
https://doi.org/10.1016/j.jorganchem.2008.03.022
Collections
Department of Chemistry, Article
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Synthesis of ferrocenyl-substituted pyrazoles via the reaction between 3-ferrocenylpropynal and hydrazinium salts is described. Depending upon the substitution pattern of hydrazine derivative, the reaction affords 1-alkyl/aryl-5-ferrocenylpyrazoles and/or 1-alkyl/aryl-3-ferrocenylpyrazoles. Structures of 5-ferrocenyl-1-phenyl-1H-pyrazole, 1-benzyl-5-ferrocenyl-1H-pyrazole and 2-(3-ferrocenylpyrazol-1-yl)ethanol were identified by X-ray crystallography.
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M. Zora, “Synthesis of ferrocenyl quinolines,”
JOURNAL OF ORGANOMETALLIC CHEMISTRY
, pp. 2159–2162, 2008, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/35243.