REACTION OF 3-ARYL-1-(2-METHYLOXIRAN-2-YL)PROP-2-EN-1-ONES WITH TOSYLHYDRAZINE
DOI:
https://doi.org/10.1007/8162Keywords:
hydrazone, α, β-unsaturated epoxy ketone, pyrazole, tosylhydrazine, β-tosyl ketone, p-toluenesulfinic acidAbstract
It was established that the reaction of 3-aryl-1-(2-methyloxiran-2-yl)prop-2-en-1-ones with tosylhydrazine leads to 3-[(E)-2-arylvinyl]-4-methyl-1-tosyl-1H-pyrazoles and 3-aryl-1-(2-methyloxiran-2-yl)- 3-tosylpropan-1-ones. The latter are formed as a result of rearrangement of the intermediate hydrazino alcohols and/or addition of p-toluenesulfinic acid during reductive degradation of the tosylhydrazine. It was shown that the reaction of 3-aryl-1-(2-methyloxiran-2-yl)-3-tosylpropan-1-ones with an excess of tosylhydrazine leads to 3-(2-aryl-2-tosylethyl)-4-methyl-1-tosyl-1H-pyrazoles.
How to Cite
Koval'chuk, T. A.; Kuz'menok, N. M.; Zvonok, A. M. Chem. Heterocycl. Compd. 2005, 41, 1237. [Khim. Geterotsikl. Soedin. 2005, 1481.]
For this article in the English edition, see DOI 10.1007/s10593-005-0309-y
