Synthesis of Tri- and Tetrasubstituted Furans Catalyzed by Trifluoroacetic Acid

Frédéric Stauffer and Reinhard Neier*
Institute of Chemistry, University of Neuchtel, Avenue de Bellevaux 51, CH-2007 Neuchtel, Switzerland
Org. Lett., 2000, 2 (23), pp 3535–3537
DOI: 10.1021/ol0063205
Publication Date (Web): October 26, 2000
Copyright © 2000 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.

, reinhard.neier@unine.ch

Abstract

Abstract Image

Substituted 2-hydroxy-3-acetylfurans are synthesized by alkylation of tert-butyl acetoacetate with an α-haloketone followed by treatment of the obtained intermediate with trifluoroacetic acid (TFA). A second alkylation of the intermediate followed by treatment with trifluoroacetic acid provides access to disubstituted 2-methylfurans.

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History

  • Published In Issue November 16, 2000
  • Received July 11, 2000

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