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Synthesis 1992; 1992(10): 1003-1006
DOI: 10.1055/s-1992-26289
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Michael-Michael Ring Closure Reaction of Benzyl Cyanides and Chalcones

Mohammad M. Al-Arab* , Bader S. Ghanem, Marilyn M. Olmstead
  • *Department of Chemistry, Yarmouk University, Irbid, Jordan
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Publication Date:
17 September 2002 (online)

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The synthesis of a number of highly substituted cyclohexane derivatives has been accomplished in a single step reaction of benzyl cyanides and chalcones (1:2) using sodium ethoxide in anhydrous diethyl ether at room temperature to give 3-aroyl-1,2,4, 6-tetraaryl-4-hydroxycyclohexanecarbonitriles. An unambiguous structural assignment was achieved from the analytical and infrared, 1H NMR and 13C NMR spectroscopic data as well as X-ray crystallography.