Arabian Journal of Chemistry (May 2017)

New full-substituted cyclopropanes derived from the one-pot reaction of Meldrum’s acid with aldehydes and BrCN in the presence of Et3N

  • Nader Noroozi Pesyan,
  • Ali Gharib,
  • Mohammad Behroozi,
  • Alireza Shokr

DOI
https://doi.org/10.1016/j.arabjc.2013.05.024
Journal volume & issue
Vol. 10, no. S2
pp. S1558 – S1566

Abstract

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Reaction of 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum’s acid) with various aldehydes in the presence of cyanogen bromide and triethylamine leads to the selective and efficient formation of full-substituted cyclopropanes at room temperature. The products were obtained in good to excellent yields. Structure elucidation is carried out by 1H, 13C NMR, FT-IR spectroscopy and mass analysis techniques. A possible mechanism for the formation is discussed.

Keywords