• A negative charge next to suphur is stabilised, an effect which is key in many reactions of sulphur containing compounds.
  • 'X' is substituted via. intramolecular SN2 reaction, backside displacement occuring.
  • The episulphone intermediate extrudes SO2 as a gas.
  • Other reactions involving sulphur reactivity: Kornblum, Mannich, Paal-Knorr Thiophene Synthesis, Pummerer and Swern reactions.


  • References:
  • McAllister G.D.; Taylor R.J.K.; Tetrahedron Letters, 2001, Volume 41, Issue 6, 1197-1200
  • Raj C.P.; Pichnit T.; Braverman S.; Tetrahedron Letters, 2000, Volume 41, Issue 10, 1501-1504