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: reinhard.neier
unine.ch
F. Stauffer, R. Neier, Org. Lett., 2000, 2, 3535-3537.
DOI: 10.1021/ol0063205 (free Supporting Information)
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Abstract
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
