Synthesis of Ring Fluorinated Pyrazoles and Isoxazoles. The Effect of 2- Fluoro and 2-Chloro Substituents on the Keto-Enol Equilibria of 1,3-Diketones

Abstract

To develop a synthesis of ring fluorinated heterocycles. A variety of pyrazoles and isoxazoles can now be prepared conveniently in one step, starting from their corresponding 2-fluoro-1,3-diketones, using ETOH as the solvent and an acid as the catalyst. The effect of fluorine and chlorine on the keto-enol equilibria of 1,3-diketones was also examined and rationalized on the basis of stereoelectronic effects. Fluoro-pyrazoles; Fluoro-isoxazoles; Organic compounds; 2-fluoro-1,3-diketones; Theses; ETOH; Keto-emolequilibria; Ethyl alcohol.

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Document Details

Document Type
Technical Report
Publication Date
May 01, 1990
Accession Number
ADA223054

Entities

People

  • Joseph C. Sloop

Organizations

  • North Carolina State University

Tags

Communities of Interest

  • C4I

DTIC Thesaurus Topics

  • Amines
  • Chemical Synthesis
  • Chemistry
  • Chlorine
  • Chromatography
  • Dermatologic Agents
  • Equations
  • Fluorination
  • Fluorine
  • Hydrazines
  • Mass Spectra
  • North Carolina
  • Organic Chemistry
  • Organic Compounds
  • Spectra
  • Three Dimensional
  • United States

Fields of Study

  • Chemistry

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  • Geochemistry
  • Organic Chemistry