Molecules 2009, 14(11), 4406-4413; doi:10.3390/molecules14114406
Article

Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines

1,* email and 2
Received: 7 September 2009; in revised form: 27 October 2009 / Accepted: 28 October 2009 / Published: 3 November 2009
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.
Abstract: 2-Pyridylacetonitrile (1) couples with aromatic diazonium salts to yield arylhydrazones 2a-c, that were shown to exist in the syn-form 2 rather than the anti-form 4. Compounds 2a,c reacted with hydroxylamine in refluxing DMF to yield the interesting 1,2,3-triazolylpyridines 6. Attempts to cyclize 2 to give the corresponding fused pyrazolopyridines 9 failed. On the other hand, compound 1 condensed with dimethylformamide dimethyl acetal to yield enaminonitrile 10 that could be converted into pyrazolylpyridine 11.
Keywords: 2-pyridylacetonitrile; enaminonitrile; arylhydrazones
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MDPI and ACS Style

Al-Sheikh, M.A.; Elnagdi, M.H. Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines. Molecules 2009, 14, 4406-4413.

AMA Style

Al-Sheikh MA, Elnagdi MH. Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines. Molecules. 2009; 14(11):4406-4413.

Chicago/Turabian Style

Al-Sheikh, Mariam A.; Elnagdi, Mohamed H. 2009. "Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines." Molecules 14, no. 11: 4406-4413.

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