Formation of 1-pyrazoline 1,2-dioxides by oxidation of 1,3-hydroxylamino oximes

@article{Volodarskii1977FormationO1,
  title={Formation of 1-pyrazoline 1,2-dioxides by oxidation of 1,3-hydroxylamino oximes},
  author={L. B. Volodarskii and Lyubov Tikhonova},
  journal={Chemistry of Heterocyclic Compounds},
  year={1977},
  volume={13},
  pages={198-201}
}
Cyclization with the formation of an N-N bond and simultaneous bromination, which lead to 3-bromo-1-pyrazoline 1,2-dioxides, apparently through a step involving the dinitroso derivative, occur in the reaction of sodium hypobromite with 1,3-hydroxylamino oximes. Dehydrobromination of the bromopyrazoline leads to the corresponding 3H-pyrazole. The same treatment of acetylacetone dioxime gives 4H-dibromo-3,5-dimethyl-4H-pyrazole 1,2-dioxide. which is readily hydrolyzed to the corresponding 4-oxo… CONTINUE READING

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