The synthesis and reactivity of propargylic trifluoromethanesulfinates under various conditions have been investigated. These esters readily undergo [2,3]-sigmatropic rearrangement to the corresponding allenyl trifluoromethyl sulfones, even under solvolytic conditions. An unusually facile nucleophilic addition of the solvent to the allenyl sulfone under the latter conditions has also been observed.
Bibliographical noteFunding Information:
The financial support of this study by the Israel Science Foundations is gratefully acknowledged.
- Fluorine and sulfur compounds