Facile synthesis and rearrangement of propargylic trifluoromethanesulfinates

Samuel Braverman, Tatiana Pechenick, Yossi Zafrani

Research output: Contribution to journalArticlepeer-review

25 Scopus citations


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.

Original languageEnglish
Pages (from-to)1391-1393
Number of pages3
JournalTetrahedron Letters
Issue number7
StatePublished - 12 Feb 2001

Bibliographical note

Funding Information:
The financial support of this study by the Israel Science Foundations is gratefully acknowledged.


  • Acetylenes
  • Allenes
  • Fluorine and sulfur compounds
  • Rearrangements


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