One-pot synthesis of 4-(phenylselanyl)-substituted pyrazoles

Date

2016-03-02

Author

Zora, Metin
DEMİRCİ, Deniz
KIVRAK, Arif
Kelgokmen, YILMAZ

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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

Citation Formats

M. Zora, D. DEMİRCİ, A. KIVRAK, and Y. Kelgokmen, “One-pot synthesis of 4-(phenylselanyl)-substituted pyrazoles,” TETRAHEDRON LETTERS, vol. 57, no. 9, pp. 993–997, 2016, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/42758.