83624-73-1Relevant articles and documents
New aspects of Michael reaction: Reaction of 1,3-diarylpropenones with active cyano compounds
El-Sadany, S K,Sharaf, S M,Darwish, A I,Youssef, A A
, p. 567 - 573 (2007/10/02)
Ethyl 2-cyano-5-oxo-3,5-diarylpentanoates (7a-k) and 1,3,5-triaryl-2-aroyl-4-cyano-4-carboethoxycyclohexanols (6a-e,g,i,k) are obtained when the corresponding 1,3-diarylpropenones (1a-k) are reacted with ethyl cyanoacetate in the presence of different ratios of ethoxide ion.The cyclic products (6) are also obtained by treating the corresponding mono-condensation products (7) with sodium ethoxide.Furthermore, 3-aryl-4-benzoyl-2-phenylbutyronitriles (8) are obtained from the reaction of 1 with benzylcyanide in equimolar amounts in the presence of sodium ethoxide. 2-Benzoyl-4-cyano-1,3,4,5-tetraphenylcyclohexanol (9) is however, obtained when two moles of 1a are treated with one mole of benzylcyanide in the presence of ethoxide ion.The mono-condensation product 8 when treated with sodium ethoxide does not give 9.The cyclohexanol compound 11a is also obtained by the reaction of 1a with malononitrile.The structures of all the compounds have been established by elemental analysis and spectral data (IR, UV, 1H NMR and 13C NMR).