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Synthesis of Pyrazoles via Cul-Mediated Electrophilic Cyclizations of alpha,beta-Alkynic Hydrazones
Date
2011-11-18
Author
Zora, Metin
Metadata
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Synthesis of pyrazoles via electrophilic cyclization of alpha,beta-alkynic hydrazones by copper(I) iodide is described. When treated with copper(I) iodide in the presence of triethylamine in refluxing acetonitrile, alpha,beta-alkynic hydrazones, prepared readily from hydrazines and propargyl aldehydes and ketones, undergo electrophilic cyclization to afford pyrazole derivatives in good to excellent yields. The reaction appears to be general for a variety of alpha,beta-alkynic hydrazones and tolerates the presence of aliphatic, aromatic, and ferrocenyl moieties with electron-withdrawing and electron-donating substituents.
Subject Keywords
Estrogen-receptor modulators
,
Highly efficient synthesis
,
N-monosubstituted hydrazones
,
Fully substituted pyrazoles
,
Solid-phase synthesis
,
Activity in-vitro
,
One-pot synthesis
,
C pi-bonds
,
Regioselective synthesis
,
Antimalarial activity
URI
https://hdl.handle.net/11511/47343
Journal
JOURNAL OF ORGANIC CHEMISTRY
DOI
https://doi.org/10.1021/jo201685p
Collections
Department of Chemistry, Article
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M. Zora, “Synthesis of Pyrazoles via Cul-Mediated Electrophilic Cyclizations of alpha,beta-Alkynic Hydrazones,”
JOURNAL OF ORGANIC CHEMISTRY
, pp. 9379–9390, 2011, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/47343.