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Synthesis of 3-amino-4-fluoropyrazoles. | LitMetric

Synthesis of 3-amino-4-fluoropyrazoles.

J Org Chem

Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, B-9000 Gent, Belgium.

Published: May 2011

AI Article Synopsis

  • - Fluorinated pyrazoles with extra functional groups are important for medicinal chemistry as they serve as building blocks for drug development.
  • - The synthetic method developed involves first fluorinating specific compounds (β-methylthio-β-enaminoketones) using a chemical reagent called Selectfluor.
  • - After obtaining the monofluorinated enaminoketones, these compounds are then reacted with various hydrazines to create new 3-amino-4-fluoropyrazoles.

Article Abstract

Fluorinated pyrazoles bearing additional functional groups that allow further functionalization are of considerable interest as building blocks in medicinal chemistry. The developed synthetic strategy for new 3-amino-4-fluoropyrazoles consists of a monofluorination of β-methylthio-β-enaminoketones using 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor) toward the corresponding monofluorinated enaminoketones, followed by condensation with different hydrazines.

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Source
http://dx.doi.org/10.1021/jo2000989DOI Listing

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