Synthesis of Tri- and Tetrasubstituted Furans Catalyzed by Trifluoroacetic Acid
Frédéric Stauffer, Reinhard Neier
Abstract
Frédéric Stauffer, Reinhard Neier
Abstract
Substituted 2-hydroxy-3-acetylfurans are synthesized by alkylation of tert-butyl acetoacetate with an alpha-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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Substituted 2-hydroxy-3-acetylfurans are synthesized by alkylation of tert-butyl acetoacetate with an alpha-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.
Key concepts: Trifluoroacetic acid, Chemistry, Alkylation, Catalysis, Medicinal chemistry, Organic chemistry