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Synthesis of Tri- and Tetrasubstituted Furans Catalyzed by Trifluoroacetic Acid

Frédéric Stauffer and Reinhard Neier*

*Institute of Chemistry, University of Neuchâtel, Avenue de Bellevaux 51, CH-2007 Neuchâtel, Switzerland, Email:

F. Stauffer, R. Neier, Org. Lett., 2000, 2, 3535-3537.

DOI: 10.1021/ol0063205

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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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Key Words

Paal-Knorr Furan Synthesis, Furans, Hydrogenation, Formic Acid, Benzylations

ID: J54-Y2000-580