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Two intermediates in the reaction between dibenzoylacetylene and enol systems in the presence of triphenylphosphine in THF/H2O

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Abstract

The reaction between dibenzoylacetylene and enol systems, such as acetylaceton or cyclohexane-1,3-dione in the presence of triphenylphosphine in THF/H2O, leads to 4-acetyl-3-benzoyl-1-phenyl-1,5-hexanedione and 2-hydroxy-3-(2-oxo-2-phenylethyl)-2-phenyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one. Subsequently, these compounds undergo cyclization and elemination reactions in acidic dichloromethane at room temperature to produce known highly functionalized furan derivatives.

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Acknowledgments

We are grateful to the University of Kurdistan Research Council for the partial support of this work.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, University of Kurdistan, P.O. Box 66315-416, Sanandaj, Iran

    Farough Nasiri, Morteza Bidar & Bahareh Atashkar

Authors
  1. Farough Nasiri
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  2. Morteza Bidar
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  3. Bahareh Atashkar
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Correspondence to Farough Nasiri.

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Nasiri, F., Bidar, M. & Atashkar, B. Two intermediates in the reaction between dibenzoylacetylene and enol systems in the presence of triphenylphosphine in THF/H2O. Monatsh Chem 140, 463–466 (2009). https://doi.org/10.1007/s00706-008-0075-5

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  • DOI: https://doi.org/10.1007/s00706-008-0075-5

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