A metal-free,hypervalent iodine(III)-induced tandem oxidative cycloisomerization based process for preparation of fluorescent diethyl 5,5′-diaryl-2,2′-bifuran-4,4′-dicarboxylates |
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Authors: | Mei-Huey Lin Tsung-Jung Yang |
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Institution: | Department of Chemistry, National Changhua University of Education, Changhua, 50007, Taiwan |
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Abstract: | A new method has been developed for concise synthesis of diethyl 5,5′-diaryl-2,2′-bifuran-4,4′-dicarboxylates. The preparative pathway begins with bis-C-alkylation reaction of the β-ketoester and 1,4-dibromobut-2-yne followed by hypervalent iodine (III)-mediated oxidative cycloisomerization reaction of the formed symmetric γ-alkynyl-diketones. The novel diethyl 5,5′-diaryl-2,2′-bifuran-4,4′-dicarboxylates, formed by using this process were found to possess unique fluorescence properties. |
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Keywords: | β-Ketoester Oxidative cycloisomerization Hypervalent iodine Fluorescence |
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