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Molecules 2012, 17(5), 5924-5934; doi:10.3390/molecules17055924

Scope and Limitations of a Novel Synthesis of 3-Arylazonicotinates

1
Chemistry Department, Faculty of Science at Qena, South Valley University, P.O. Box 83523, Qena, Egypt
2
Department of Chemistry, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat 13060, Kuwait
*
Authors to whom correspondence should be addressed.
Received: 27 January 2012 / Revised: 13 May 2012 / Accepted: 15 May 2012 / Published: 18 May 2012
(This article belongs to the Special Issue Heterocycles)
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Abstract

The reaction of 3-oxo-3-phenyl-2-phenylhydrazonal with functionally substituted and heteroaromatic substituted acetonitrile to yield arylazonicotinic acid derivatives and 5-arylsubstituted pyridines was established. In some cases the produced nicotinates could not be isolated as they underwent thermally induced 6π-electrocyclization yielding polynuclear pyridine derivatives.
Keywords: 3-oxo-3-phenyl-2-phenylhydrazonal; arylazonicotinic acid; pyridine; electrocyclization; heteroaromatics 3-oxo-3-phenyl-2-phenylhydrazonal; arylazonicotinic acid; pyridine; electrocyclization; heteroaromatics
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Zaky, O.S.; Moustafa, M.S.; Selim, M.A.; El-Maghraby, A.M.; Elnagdi, M.H. Scope and Limitations of a Novel Synthesis of 3-Arylazonicotinates. Molecules 2012, 17, 5924-5934.

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