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Molecules 2008, 13(12), 3140-3148; doi:10.3390/molecules13123140
Article

Studies with β-Oxoalkanonitriles: Simple Novel Synthesis of 3-[2,6-Diaryl-4- pyridyl]-3-oxopropanenitriles

1,2
, 2,*  and 2
1 Department of Chemistry, Faculty of Science, Cairo University, Giza-12613- Egypt 2 Department of Chemistry, Faculty of Science, Kuwait University, Safat 13060 Kuwait
* Author to whom correspondence should be addressed.
Received: 5 September 2008 / Revised: 27 September 2008 / Accepted: 5 November 2008 / Published: 15 December 2008
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Abstract

Heteroaromatization of ethyl 2-cyano-4-oxo-2-(2-oxo-2-arylethyl)-4-arylbutanoates 3a,b with ammonium acetate gave ethyl 2,6-diarylisonicotinates 4a,b. Treatment of the latter with acetonitrile afforded novel β-oxoalkanonitriles 6a,b. Reactions of 6a,b with phenyl hydrazine and hydroxylamine gave the corresponding pyridyl aminopyrazoles 8a,b and pyridyl aminoisoxazoles 10a,b, respectively.
Keywords: β-Oxoalkanonitriles; 3-Pyrazolylamine; 3-Isoxazolylamine; Phenacyl bromide; Ethyl cyanoacetate β-Oxoalkanonitriles; 3-Pyrazolylamine; 3-Isoxazolylamine; Phenacyl bromide; Ethyl cyanoacetate
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Riyadh, S.M.; Al-Matar, H.M.; Elnagdi, M.H. Studies with β-Oxoalkanonitriles: Simple Novel Synthesis of 3-[2,6-Diaryl-4- pyridyl]-3-oxopropanenitriles. Molecules 2008, 13, 3140-3148.

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