Synthesis

Steric and Electronic Control in the Addition of Hydrazine and Phenylhydrazine to α-[(Dimethylamino) methylene]-β-oxoarylpropanenitriles

DE Tupper, MR Bray

文献索引：Tupper, David E.; Bray, Mark R. Synthesis, 1997 , # 3 p. 337 - 341

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被引用次数: 17

摘要

Reaction of hydrazine with oc-[(dimethylamino) methylene]-/i-oxo-arylpropanenitriles 2 gives a mixture of the 4-aroyl-5-aminopyr-azoles 3 and the 5-aryl-4-cyanopyrazoles 4. Similarly reaction of 2 with phenylhydrazine gives rise to the 5-amino-4-aroyl-l-phenylpyrazoles 5 and 5-aryl-4-cyano-1-phenylpyrazoles 6. The regiose-lectivity of addition has been investigated with respect to the elec-tronic nature and steric requirements of the aromatic substitution. ...