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Synthesis of Tri- and Tetrasubstituted Furans Catalyzed by Trifluoroacetic Acid

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 acce...

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Bibliographic Details
Published in:Organic letters 2000-11, Vol.2 (23), p.3535-3537
Main Authors: Stauffer, Frédéric, Neier, Reinhard
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0063205