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Selective formation of spiro dihydrofurans from one-pot reaction of dimedone with BrCN and aldehydes in the presence of Et3N

Journal of the Iranian Chemical Society volume 10, pages 565–575 (2013)Cite this article

Abstract

Reaction of 5,5-dimethylcyclohexane-1,3-dione (dimedone), aldehydes and cyanogen bromide in the presence of triethylamine leads to the selective formation of spiro dihydrofurans in moderate to good yields at room temperature.

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Acknowledgments

We gratefully acknowledge financial support by the Research Council of Urmia University (Grant Research no. #9-10,523). The authors also gratefully acknowledge to Prof. Dr. Dabbagh H. A. of Isfahan University of Technology (IUT) from Iran for his helpful discussion and guidance.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Urmia University, 57159, Urmia, Iran

    Nader Noroozi Pesyan, Alireza Shokr & Mohammad Behroozi

  2. Department of Chemistry, Faculty of Science, Atatürk University, 25240, Erzurum, Turkey

    Ertan Şahin

Authors
  1. Nader Noroozi Pesyan
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  2. Alireza Shokr
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  3. Mohammad Behroozi
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  4. Ertan Şahin
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Correspondence to Nader Noroozi Pesyan.

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Noroozi Pesyan, N., Shokr, A., Behroozi, M. et al. Selective formation of spiro dihydrofurans from one-pot reaction of dimedone with BrCN and aldehydes in the presence of Et3N. J IRAN CHEM SOC 10, 565–575 (2013). https://doi.org/10.1007/s13738-012-0190-4

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  • DOI: https://doi.org/10.1007/s13738-012-0190-4

Keywords

  • Dimedone
  • Spiro 2,3-dihydrofuran
  • Cyanogen bromide
  • One-pot
  • Aldehyde