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One-pot synthesis of 4-(phenylselanyl)-substituted pyrazoles
Date
2016-03-02
Author
Zora, Metin
DEMİRCİ, Deniz
KIVRAK, Arif
Kelgokmen, YILMAZ
Metadata
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This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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A facile, one-pot, general synthetic method for the preparation of 4-(phenylselanyl)pyrazoles is described. When reacted with hydrazines, alpha,beta-alkynic aldehydes produced in situ alpha,beta-alkynic hydrazones, which, upon treatment with phenylselenyl chloride, undergo cyclization to afford 4-(phenylselanyl)pyrazoles in good to high yields. This cyclization has been found to be general for a variety of in situ generated alpha,beta-alkynic hydrazones and exhibits good tolerance to a broad range of substituents, including electron-donating and electron-withdrawing groups. The enrichment of the pyrazole core with a selenyl moiety as well as with aryl and/or ferrocenyl groups may offer potential for the synthesis of molecules with pronounced or distinct biological activities.
Subject Keywords
Organic Chemistry
,
Biochemistry
,
Drug Discovery
URI
https://hdl.handle.net/11511/42758
Journal
TETRAHEDRON LETTERS
DOI
https://doi.org/10.1016/j.tetlet.2016.01.071
Collections
Department of Chemistry, Article