RING–RING TAUTOMERISM IN THE SERIES OF ISOXAZOLIDINE AND ∆<sup>2</sup>-ISOXAZOLINE DERIVATIVES
Keywords:
isoxazolidines, ∆2 -isoxazolines, ∆2 -pyrazolines, tetrahydro-1,2,4,5-tetrazine-2-thiones, 1,2,4-triazolidine-3-thiones, ring–ring tautomerismAbstract
We have studied the reaction of 5-hydroxy-3,3,5-trimethylisoxazolidine and 5-hydroxy-3,5-dimethyl-∆2-isoxazoline with derivatives of thiosemicarbazide and also thiocarbonohydrazine. Both reactions serve as a method for synthesis of the previously unknown 5-thiosemicarbazido(thiocarbonohydrazino)-isoxazolidines and -∆2-isoxazolines. 1H and 13C NMR spectroscopy revealed a tendency of the indicated compounds toward ring–chain and ring–ring tautomeric conversions in solutions involving the 1,2,4-triazolidine, ∆2-pyrazoline, and 1,2,4,5-tetrazine rings.
How to Cite
Ershov, A. Yu. Chem. Heterocycl. Compd. 2002, 38, 730. [Khim. Geterotsikl. Soedin. 2002, 28.]
For this article in the English edition, see DOI https://doi.org/10.1023/A:1019981606118
