Reactions of Enamines with Selectfluor:  A Straightforward Route to Difluorinated Carbonyl Compounds

Weimin Peng and Jean'ne M. Shreeve*
Department of Chemistry, University of Idaho, Moscow, Idaho 83844-2343 jshreeve@uidaho.edu
J. Org. Chem., 2005, 70 (14), pp 5760–5763
DOI: 10.1021/jo0506837
Publication Date (Web): June 2, 2005
Copyright © 2005 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

Abstract Image

Reactions of enamines, preformed from β-dicarbonyl and monocarbonyl compounds, with Selectfluor (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) under mild conditions (triethylamine (TEA) or molecular sieves) easily led to the corresponding difluorinated carbonyl compounds in high yields.

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History

  • Published In Issue July 08, 2005
  • Received April 7, 2005

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