Cyclic sulfones from double conjugate addition of Rongalite

Melina Goga, Hao Zong, Jazmine Prana, Rudolph Michel, Antonia Muro, Elana Rubin, Janet Brenya, Magnus W.P. Bebbington

Research output: Contribution to journalArticlepeer-review

1 Scopus citations


Cyclic sulfones are obtained in up to 92% yield by double conjugate addition of Rongalite (sodium hydroxymethyl sulfinate) to dienones. The major product in each case is the kinetic trans-isomer of the 3,5-disubstituted ketosulfone. Eleven examples, including aryl and alkyl substituted substrates, are reported. The advantages of the method are its experimental simplicity, tolerance for both protic and oxidation-sensitive functional groups, and sterically challenging substrates. The work also significantly expands the scope of Rongalite as a conjugate nucleophile.

Original languageEnglish
Pages (from-to)1351-1359
Number of pages9
JournalSynthetic Communications
Issue number16
StatePublished - 2023


  • Conjugate addition
  • Rongalite
  • dienones
  • sulfones


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