A novel one-pot synthesis of ferrocenyl-substituted 1,2,4-oxadiazoles

Date

2014-06-01

Author

Zora, Metin
Kelgokmen, YILMAZ

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One-pot synthesis of 5-ferrocenyl-1,2,4-oxadiazoles via the reaction between 3-ferrocenylpropynal and amidoximes is described. 3-Ferrocenylpropynal reacts with a variety of amidoximes in the presence of KOH in refluxing dioxane to afford a broad range of 5-ferrocenyl-1,2,4-oxadiazole derivatives. The reaction first produces the corresponding conjugate addition product which, upon cyclization and rearrangement, yields the targeted 1,2,4-oxadiazole. The reaction appears to be general for a diversity of amidoximes and tolerates the presence of aryl groups with electron-withdrawing and electron-donating substituents.

Subject Keywords

Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Materials Chemistry, Biochemistry

URI

https://hdl.handle.net/11511/48785

Journal

JOURNAL OF ORGANOMETALLIC CHEMISTRY

DOI

https://doi.org/10.1016/j.jorganchem.2014.02.018

Collections

Department of Chemistry, Article

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Citation Formats

M. Zora and Y. Kelgokmen, “A novel one-pot synthesis of ferrocenyl-substituted 1,2,4-oxadiazoles,” JOURNAL OF ORGANOMETALLIC CHEMISTRY, pp. 67–73, 2014, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/48785.