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

被引:5
作者
Al-Sheikh, Mariam Abdullah [1 ]
Elnagdi, Mohamed Hilmy [2 ]
机构
[1] Girls Coll Educ, Dept Chem, Jeddah 21323, Saudi Arabia
[2] Kuwait Univ, Fac Sci, Dept Chem, Kuwait, Kuwait
关键词
2-pyridylacetonitrile; enaminonitrile; arylhydrazones; HETEROCYCLIC SYNTHESIS; 2-ARYLHYDRAZONONITRILES; AZOLES; ROUTE;
D O I
10.3390/molecules14114406
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
引用
收藏
页码:4406 / 4413
页数:8
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